PtBr2-catalyzed consecutive enyne metathesis-aromatization of 1-(1-methoxy-but-3-enyl)-2-(1-alkynyl)benzenes: Dual role of the Pt catalyst

Journal of Organic Chemistry

Volumn 70, Issue 3, 2005, Pages 892-897

  Bajracharya, Gan B ^a   Nakamura, Itaru ^a   Yamamoto, Yoshinori ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIZATION; CATALYSIS; CATALYSTS; NAPHTHALENE; PLATINUM COMPOUNDS; REACTION KINETICS; TRANSITION METALS;

CYCLOBUTENE; ENYNES; LEWIS ACIDS; METATHESIS;

BENZENE;

1 (1 METHOXY BUT 3 ENYL) 2 (1 ALKYNYL) BENZENE; BENZENE DERIVATIVE; BROMINE DERIVATIVE; NAPHTHALENE DERIVATIVE; PLATINUM DERIVATIVE; TRANSITION ELEMENT; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

AROMATIZATION; ARTICLE; CATALYSIS; CATALYST; RING CLOSING METATHESIS;

EID: 13244277647     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo048273q     Document Type: Article

References (108)

1. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
2. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
3. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
4. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
5. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
6. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
7. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
8. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
9. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
10. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
11. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
12. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
13. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
14. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
15. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
16. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
17. For reviews on enyne metathesis, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34-42. (b) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259-281. (c) For textbook, see: Tsuji, J. Palladium Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, UK, 1995; pp 476-488. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z. Y.; Donovan, R. J. Chem. Rev. 1998, 96, 635-662. (e) Trost, B. M.; Krische, M. J. Synlett 1998, 1-16. (f) Mori, M. Top. Organomet. Chem. 1998, 1, 133-154. (g) Trost, B. M. Chem. Eur. J. 1998, 4, 2405-2412. (h) Fletcher, A. J.; Christie, S. D. R. J. Chem. Soc., Perkin Trans. 1 2000, 1657-1668. (i) Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001, 101, 2067-2096. (j) Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev. 2002, 102, 813-834. (k) Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2002, 344, 585-595. (l) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18. (m) Lloyd-Jones, G. C. Org. Biomol. Chem. 2003, 1, 215-236. (n) Schmidt, B. Angew. Chem., Int. Ed. 2003, 42, 4996-4999. (o) Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048-1052. (p) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382. (q) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127-2198.
18. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
19. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
20. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
21. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
22. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
23. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
24. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
25. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
26. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
27. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
28. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
29. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
30. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
31. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
32. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
33. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
34. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
35. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
36. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
37. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
38. For Pd-catalyzed cycloisomerization of enynes, see: (a) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636-1638. (b) Trost, B. M.; Lautens, M.; Chan, C.; Jebaratnam, D. J.; Mueller, T. J. Am Chem. Soc. 1991, 113, 636-644. (c) Trost, B. M.; Trost, M. K. Tetrahedron Lett. 1991, 32, 3647-3650. (d) Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924. (e) Trost, B. M.; Chang, V. K. Synthesis 1993, 824-832. (f) Trost, B. M.; Hashmi, A. S. K. Angew. Chem., Int. Ed. Engl. 1993, 32, 1085-1087. (g) Trost B. M.; Gelling, O. J. Tetrahedron Lett. 1993, 34, 8233-8236. (h) Trost, B. M.; Shi, Y. J. Am. Chem. Soc. 1993, 115, 5, 9421-9438. (i) Trost, B. M.; Hashmi, A. S. K. J. Am. Chem. Soc. 1994, 116, 2183-2184 (j) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267. (k) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278. (l) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem., Int Ed. Engl. 1996, 35, 662-663. (m) Yamada, H.; Aoyagi, S.; Kibayashi, C. Tetrahedron Lett. 1996, 37, 8787-8790. (n) Trost, B. M.; Li Y. J. Am. Chem. Soc. 1996, 118, 6625-6633. (o) Oh, C. H.; Rhim, C. Y.; Hwang, S. K. Chem. Lett. 1997, 777-778. (p) Yamada, H.; Aoyagi, S.; Kibayshi, C. Tetrahedron Lett. 1997, 38, 3027-3030. (q) Widenhoefer, R. A.; Stengone, C. N. J. Org. Chem. 1999, 64, 8681-8692. (r) Trost, B. M.; Krische, M. J. J. Am. Chem. Soc. 1999, 121, 6131-6141. (s) Trost, B. M.; Haffher, C. D.; Jebaratnam, D. J.; Krische, M. J.; Thomas, A. P. J. Am. Chem. Soc. 1999, 121, 6183-6192. (t) Harada, K.; Tonoi, Y.; Kato, H.; Fukuyama, Y. Tetrahedron Lett. 2002, 43, 3829-3832. (u) Fairlamb, I. J. S.; Pike, A. C.; Ribrioux, S. P. C. P. Tetrahedron Lett. 2002, 43, 5327-5331.
39. 3-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Kotsuma, T.; Murai, S. J. Am. Chem. Soc. 2002, 124, 10294-10295.
40. 3-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Kotsuma, T.; Murai, S. J. Am. Chem. Soc. 2002, 124, 10294-10295.
41. For Pt-mediated cyclization of enynes, see: (a) Chatani, N.; Furukawa, N.; Sakurai, H.; Murai, S. Organometallics 1996, 15, 901-903. (b) Fürstner, A.; Szillat, H.; Gabor, B.; Mynott, R. J. Am. Chem. Soc. 1998, 120, 8305-8314. (c) Trost, B. M.; Doherty, G. A. J. Am. Chem. Soc. 2000, 122, 3801-3810. (d) Fürstner, A.; Szillat, H.; Stelzer, F J. Am. Chem. Soc. 2000, 122, 6785-6786. (e) Fürstner, A.; Stelzer, F.; Szillat, H. J. Am. Chem. Soc. 2001, 123, 11863-11869. (f) Mamane, V.; Gress, T.; Krause, H.; Fürstner, A. J. Am. Chem. Soc. 2004, 126, 8654-8655. (g) Bernard, M.; Cariou, K.; Mainetti,
42. 3-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Kotsuma, T.; Murai, S. J. Am. Chem. Soc. 2002, 124, 10294-10295.
43. 3-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Kotsuma, T.; Murai, S. J. Am. Chem. Soc. 2002, 124, 10294-10295.
44. 3-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Kotsuma, T.; Murai, S. J. Am. Chem. Soc. 2002, 124, 10294-10295.
45. 3-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Kotsuma, T.; Murai, S. J. Am. Chem. Soc. 2002, 124, 10294-10295.
46. 3-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Kotsuma, T.; Murai, S. J. Am. Chem. Soc. 2002, 124, 10294-10295.
47. For Rh-mediated cyclization of enynes, see: (a) Wender, P. A.; Sperandio, D. J. Org. Chem. 1998, 63, 4164-4165. (b) Gilbertson, S. R.; Hoge, G. S.; Genov, D. G. J. Org. Chem. 1998, 63, 10077-10080. (c) Cao, P.; Wang, B.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 6490-6491 (d) Cao, P.; Zhang, X. Angew. Chem., Int. Ed. 2000, 39, 4104-4106. (e) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2002, 124, 8198-8199. (f) Lei, A.; He, M.; Wu, S.; Zhang, X. Angew. Chem., Int. Ed. 2002, 41, 3457-3460. (g) Lei, A.; Waldkirch, J. P.; He, M.; Zhang, X. Angew Chem., Int. Ed. 2002, 41, 4526-4529. (h) Tong, X.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 6370-6371. (i) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 11472-11473. (j) Tong, X.; Li, D.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2004, 126, 7601-7607. (k) Mikami, K.; Kataoka, S.; Yusa, Y.; Aikawa, K. Org. Lett. 2004, 6, 3699-3701.
48. For Rh-mediated cyclization of enynes, see: (a) Wender, P. A.; Sperandio, D. J. Org. Chem. 1998, 63, 4164-4165. (b) Gilbertson, S. R.; Hoge, G. S.; Genov, D. G. J. Org. Chem. 1998, 63, 10077-10080. (c) Cao, P.; Wang, B.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 6490-6491 (d) Cao, P.; Zhang, X. Angew. Chem., Int. Ed. 2000, 39, 4104-4106. (e) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2002, 124, 8198-8199. (f) Lei, A.; He, M.; Wu, S.; Zhang, X. Angew. Chem., Int. Ed. 2002, 41, 3457-3460. (g) Lei, A.; Waldkirch, J. P.; He, M.; Zhang, X. Angew Chem., Int. Ed. 2002, 41, 4526-4529. (h) Tong, X.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 6370-6371. (i) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 11472-11473. (j) Tong, X.; Li, D.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2004, 126, 7601-7607. (k) Mikami, K.; Kataoka, S.; Yusa, Y.; Aikawa, K. Org. Lett. 2004, 6, 3699-3701.
49. For Rh-mediated cyclization of enynes, see: (a) Wender, P. A.; Sperandio, D. J. Org. Chem. 1998, 63, 4164-4165. (b) Gilbertson, S. R.; Hoge, G. S.; Genov, D. G. J. Org. Chem. 1998, 63, 10077-10080. (c) Cao, P.; Wang, B.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 6490-6491 (d) Cao, P.; Zhang, X. Angew. Chem., Int. Ed. 2000, 39, 4104-4106. (e) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2002, 124, 8198-8199. (f) Lei, A.; He, M.; Wu, S.; Zhang, X. Angew. Chem., Int. Ed. 2002, 41, 3457-3460. (g) Lei, A.; Waldkirch, J. P.; He, M.; Zhang, X. Angew Chem., Int. Ed. 2002, 41, 4526-4529. (h) Tong, X.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 6370-6371. (i) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 11472-11473. (j) Tong, X.; Li, D.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2004, 126, 7601-7607. (k) Mikami, K.; Kataoka, S.; Yusa, Y.; Aikawa, K. Org. Lett. 2004, 6, 3699-3701.
50. For Rh-mediated cyclization of enynes, see: (a) Wender, P. A.; Sperandio, D. J. Org. Chem. 1998, 63, 4164-4165. (b) Gilbertson, S. R.; Hoge, G. S.; Genov, D. G. J. Org. Chem. 1998, 63, 10077-10080. (c) Cao, P.; Wang, B.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 6490-6491 (d) Cao, P.; Zhang, X. Angew. Chem., Int. Ed. 2000, 39, 4104-4106. (e) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2002, 124, 8198-8199. (f) Lei, A.; He, M.; Wu, S.; Zhang, X. Angew. Chem., Int. Ed. 2002, 41, 3457-3460. (g) Lei, A.; Waldkirch, J. P.; He, M.; Zhang, X. Angew Chem., Int. Ed. 2002, 41, 4526-4529. (h) Tong, X.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 6370-6371. (i) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 11472-11473. (j) Tong, X.; Li, D.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2004, 126, 7601-7607. (k) Mikami, K.; Kataoka, S.; Yusa, Y.; Aikawa, K. Org. Lett. 2004, 6, 3699-3701.
51. For Rh-mediated cyclization of enynes, see: (a) Wender, P. A.; Sperandio, D. J. Org. Chem. 1998, 63, 4164-4165. (b) Gilbertson, S. R.; Hoge, G. S.; Genov, D. G. J. Org. Chem. 1998, 63, 10077-10080. (c) Cao, P.; Wang, B.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 6490-6491 (d) Cao, P.; Zhang, X. Angew. Chem., Int. Ed. 2000, 39, 4104-4106. (e) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2002, 124, 8198-8199. (f) Lei, A.; He, M.; Wu, S.; Zhang, X. Angew. Chem., Int. Ed. 2002, 41, 3457-3460. (g) Lei, A.; Waldkirch, J. P.; He, M.; Zhang, X. Angew Chem., Int. Ed. 2002, 41, 4526-4529. (h) Tong, X.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 6370-6371. (i) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 11472-11473. (j) Tong, X.; Li, D.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2004, 126, 7601-7607. (k) Mikami, K.; Kataoka, S.; Yusa, Y.; Aikawa, K. Org. Lett. 2004, 6, 3699-3701.
52. For Rh-mediated cyclization of enynes, see: (a) Wender, P. A.; Sperandio, D. J. Org. Chem. 1998, 63, 4164-4165. (b) Gilbertson, S. R.; Hoge, G. S.; Genov, D. G. J. Org. Chem. 1998, 63, 10077-10080. (c) Cao, P.; Wang, B.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 6490-6491 (d) Cao, P.; Zhang, X. Angew. Chem., Int. Ed. 2000, 39, 4104-4106. (e) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2002, 124, 8198-8199. (f) Lei, A.; He, M.; Wu, S.; Zhang, X. Angew. Chem., Int. Ed. 2002, 41, 3457-3460. (g) Lei, A.; Waldkirch, J. P.; He, M.; Zhang, X. Angew Chem., Int. Ed. 2002, 41, 4526-4529. (h) Tong, X.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 6370-6371. (i) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 11472-11473. (j) Tong, X.; Li, D.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2004, 126, 7601-7607. (k) Mikami, K.; Kataoka, S.; Yusa, Y.; Aikawa, K. Org. Lett. 2004, 6, 3699-3701.
53. For Rh-mediated cyclization of enynes, see: (a) Wender, P. A.; Sperandio, D. J. Org. Chem. 1998, 63, 4164-4165. (b) Gilbertson, S. R.; Hoge, G. S.; Genov, D. G. J. Org. Chem. 1998, 63, 10077-10080. (c) Cao, P.; Wang, B.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 6490-6491 (d) Cao, P.; Zhang, X. Angew. Chem., Int. Ed. 2000, 39, 4104-4106. (e) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2002, 124, 8198-8199. (f) Lei, A.; He, M.; Wu, S.; Zhang, X. Angew. Chem., Int. Ed. 2002, 41, 3457-3460. (g) Lei, A.; Waldkirch, J. P.; He, M.; Zhang, X. Angew Chem., Int. Ed. 2002, 41, 4526-4529. (h) Tong, X.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 6370-6371. (i) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 11472-11473. (j) Tong, X.; Li, D.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2004, 126, 7601-7607. (k) Mikami, K.; Kataoka, S.; Yusa, Y.; Aikawa, K. Org. Lett. 2004, 6, 3699-3701.
54. For Rh-mediated cyclization of enynes, see: (a) Wender, P. A.; Sperandio, D. J. Org. Chem. 1998, 63, 4164-4165. (b) Gilbertson, S. R.; Hoge, G. S.; Genov, D. G. J. Org. Chem. 1998, 63, 10077-10080. (c) Cao, P.; Wang, B.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 6490-6491 (d) Cao, P.; Zhang, X. Angew. Chem., Int. Ed. 2000, 39, 4104-4106. (e) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2002, 124, 8198-8199. (f) Lei, A.; He, M.; Wu, S.; Zhang, X. Angew. Chem., Int. Ed. 2002, 41, 3457-3460. (g) Lei, A.; Waldkirch, J. P.; He, M.; Zhang, X. Angew Chem., Int. Ed. 2002, 41, 4526-4529. (h) Tong, X.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 6370-6371. (i) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 11472-11473. (j) Tong, X.; Li, D.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2004, 126, 7601-7607. (k) Mikami, K.; Kataoka, S.; Yusa, Y.; Aikawa, K. Org. Lett. 2004, 6, 3699-3701.
55. For Rh-mediated cyclization of enynes, see: (a) Wender, P. A.; Sperandio, D. J. Org. Chem. 1998, 63, 4164-4165. (b) Gilbertson, S. R.; Hoge, G. S.; Genov, D. G. J. Org. Chem. 1998, 63, 10077-10080. (c) Cao, P.; Wang, B.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 6490-6491 (d) Cao, P.; Zhang, X. Angew. Chem., Int. Ed. 2000, 39, 4104-4106. (e) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2002, 124, 8198-8199. (f) Lei, A.; He, M.; Wu, S.; Zhang, X. Angew. Chem., Int. Ed. 2002, 41, 3457-3460. (g) Lei, A.; Waldkirch, J. P.; He, M.; Zhang, X. Angew Chem., Int. Ed. 2002, 41, 4526-4529. (h) Tong, X.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 6370-6371. (i) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 11472-11473. (j) Tong, X.; Li, D.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2004, 126, 7601-7607. (k) Mikami, K.; Kataoka, S.; Yusa, Y.; Aikawa, K. Org. Lett. 2004, 6, 3699-3701.
56. For Rh-mediated cyclization of enynes, see: (a) Wender, P. A.; Sperandio, D. J. Org. Chem. 1998, 63, 4164-4165. (b) Gilbertson, S. R.; Hoge, G. S.; Genov, D. G. J. Org. Chem. 1998, 63, 10077-10080. (c) Cao, P.; Wang, B.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 6490-6491 (d) Cao, P.; Zhang, X. Angew. Chem., Int. Ed. 2000, 39, 4104-4106. (e) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2002, 124, 8198-8199. (f) Lei, A.; He, M.; Wu, S.; Zhang, X. Angew. Chem., Int. Ed. 2002, 41, 3457-3460. (g) Lei, A.; Waldkirch, J. P.; He, M.; Zhang, X. Angew Chem., Int. Ed. 2002, 41, 4526-4529. (h) Tong, X.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 6370-6371. (i) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 11472-11473. (j) Tong, X.; Li, D.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2004, 126, 7601-7607. (k) Mikami, K.; Kataoka, S.; Yusa, Y.; Aikawa, K. Org. Lett. 2004, 6, 3699-3701.
57. For Rh-mediated cyclization of enynes, see: (a) Wender, P. A.; Sperandio, D. J. Org. Chem. 1998, 63, 4164-4165. (b) Gilbertson, S. R.; Hoge, G. S.; Genov, D. G. J. Org. Chem. 1998, 63, 10077-10080. (c) Cao, P.; Wang, B.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 6490-6491 (d) Cao, P.; Zhang, X. Angew. Chem., Int. Ed. 2000, 39, 4104-4106. (e) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2002, 124, 8198-8199. (f) Lei, A.; He, M.; Wu, S.; Zhang, X. Angew. Chem., Int. Ed. 2002, 41, 3457-3460. (g) Lei, A.; Waldkirch, J. P.; He, M.; Zhang, X. Angew Chem., Int. Ed. 2002, 41, 4526-4529. (h) Tong, X.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 6370-6371. (i) Lei, A.; He, M.; Zhang, X. J. Am. Chem. Soc. 2003, 125, 11472-11473. (j) Tong, X.; Li, D.; Zhang, Z.; Zhang, X. J. Am. Chem. Soc. 2004, 126, 7601-7607. (k) Mikami, K.; Kataoka, S.; Yusa, Y.; Aikawa, K. Org. Lett. 2004, 6, 3699-3701.
58. For Ru-mediated cyclization of enynes, see: (a) Chatani, N.; Morimoto, T.; Muto, T.; Murai, S. J. Am. Chem. Soc. 1994, 116, 6049-6050 (b) Chatani, N.; Kataoka, K.; Murai, S.; Furukawa, N.; Seki, Y. J. Am. Chem. Soc. 1998, 120, 9104-9105. (c) Nishida, M.; Adachi, N.; Onozuka, K.; Matsumura, H.; Mori, M. J. Org. Chem. 1998, 63, 9158-9159. (d) Trosy, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 9728-9729. (e) Paih, J. L.; Rodríguez, D. C.; Dérien, S.; Dixneuf, P. H. Synlett 2000, 95-97. (f) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2000, 122, 714-715. (g) Sémeril, D.; Cléran, M.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2001, 343, 184-187. (h) Ackermann, L.; Bruneau, C.; Dixneuf P. H. Synlett 2001, 397-399. (i) Sémeril, D.; Cléran, M.; Perez, A. J.; Bruneau, C.; Dixneuf, P. H. J. Mol. Catal. A: Chem. 2002, 190, 9-25. (j) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2002, 124, 5025-5036. (k) Mori, M.; Saito, N.; Tanaka, D.; Takimoto, M.; Sato, Y. J. Am. Chem. Soc. 2003, 125, 5606-5607. (l) For Ir-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Morimoto, T.; Muto, T.; Murai, S. J. Org. Chem. 2001, 66, 4433-4436.
59. For Ru-mediated cyclization of enynes, see: (a) Chatani, N.; Morimoto, T.; Muto, T.; Murai, S. J. Am. Chem. Soc. 1994, 116, 6049-6050 (b) Chatani, N.; Kataoka, K.; Murai, S.; Furukawa, N.; Seki, Y. J. Am. Chem. Soc. 1998, 120, 9104-9105. (c) Nishida, M.; Adachi, N.; Onozuka, K.; Matsumura, H.; Mori, M. J. Org. Chem. 1998, 63, 9158-9159. (d) Trosy, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 9728-9729. (e) Paih, J. L.; Rodríguez, D. C.; Dérien, S.; Dixneuf, P. H. Synlett 2000, 95-97. (f) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2000, 122, 714-715. (g) Sémeril, D.; Cléran, M.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2001, 343, 184-187. (h) Ackermann, L.; Bruneau, C.; Dixneuf P. H. Synlett 2001, 397-399. (i) Sémeril, D.; Cléran, M.; Perez, A. J.; Bruneau, C.; Dixneuf, P. H. J. Mol. Catal. A: Chem. 2002, 190, 9-25. (j) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2002, 124, 5025-5036. (k) Mori, M.; Saito, N.; Tanaka, D.; Takimoto, M.; Sato, Y. J. Am. Chem. Soc. 2003, 125, 5606-5607. (l) For Ir-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Morimoto, T.; Muto, T.; Murai, S. J. Org. Chem. 2001, 66, 4433-4436.
60. For Ru-mediated cyclization of enynes, see: (a) Chatani, N.; Morimoto, T.; Muto, T.; Murai, S. J. Am. Chem. Soc. 1994, 116, 6049-6050 (b) Chatani, N.; Kataoka, K.; Murai, S.; Furukawa, N.; Seki, Y. J. Am. Chem. Soc. 1998, 120, 9104-9105. (c) Nishida, M.; Adachi, N.; Onozuka, K.; Matsumura, H.; Mori, M. J. Org. Chem. 1998, 63, 9158-9159. (d) Trosy, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 9728-9729. (e) Paih, J. L.; Rodríguez, D. C.; Dérien, S.; Dixneuf, P. H. Synlett 2000, 95-97. (f) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2000, 122, 714-715. (g) Sémeril, D.; Cléran, M.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2001, 343, 184-187. (h) Ackermann, L.; Bruneau, C.; Dixneuf P. H. Synlett 2001, 397-399. (i) Sémeril, D.; Cléran, M.; Perez, A. J.; Bruneau, C.; Dixneuf, P. H. J. Mol. Catal. A: Chem. 2002, 190, 9-25. (j) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2002, 124, 5025-5036. (k) Mori, M.; Saito, N.; Tanaka, D.; Takimoto, M.; Sato, Y. J. Am. Chem. Soc. 2003, 125, 5606-5607. (l) For Ir-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Morimoto, T.; Muto, T.; Murai, S. J. Org. Chem. 2001, 66, 4433-4436.
61. For Ru-mediated cyclization of enynes, see: (a) Chatani, N.; Morimoto, T.; Muto, T.; Murai, S. J. Am. Chem. Soc. 1994, 116, 6049-6050 (b) Chatani, N.; Kataoka, K.; Murai, S.; Furukawa, N.; Seki, Y. J. Am. Chem. Soc. 1998, 120, 9104-9105. (c) Nishida, M.; Adachi, N.; Onozuka, K.; Matsumura, H.; Mori, M. J. Org. Chem. 1998, 63, 9158-9159. (d) Trosy, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 9728-9729. (e) Paih, J. L.; Rodríguez, D. C.; Dérien, S.; Dixneuf, P. H. Synlett 2000, 95-97. (f) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2000, 122, 714-715. (g) Sémeril, D.; Cléran, M.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2001, 343, 184-187. (h) Ackermann, L.; Bruneau, C.; Dixneuf P. H. Synlett 2001, 397-399. (i) Sémeril, D.; Cléran, M.; Perez, A. J.; Bruneau, C.; Dixneuf, P. H. J. Mol. Catal. A: Chem. 2002, 190, 9-25. (j) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2002, 124, 5025-5036. (k) Mori, M.; Saito, N.; Tanaka, D.; Takimoto, M.; Sato, Y. J. Am. Chem. Soc. 2003, 125, 5606-5607. (l) For Ir-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Morimoto, T.; Muto, T.; Murai, S. J. Org. Chem. 2001, 66, 4433-4436.
62. For Ru-mediated cyclization of enynes, see: (a) Chatani, N.; Morimoto, T.; Muto, T.; Murai, S. J. Am. Chem. Soc. 1994, 116, 6049-6050 (b) Chatani, N.; Kataoka, K.; Murai, S.; Furukawa, N.; Seki, Y. J. Am. Chem. Soc. 1998, 120, 9104-9105. (c) Nishida, M.; Adachi, N.; Onozuka, K.; Matsumura, H.; Mori, M. J. Org. Chem. 1998, 63, 9158-9159. (d) Trosy, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 9728-9729. (e) Paih, J. L.; Rodríguez, D. C.; Dérien, S.; Dixneuf, P. H. Synlett 2000, 95-97. (f) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2000, 122, 714-715. (g) Sémeril, D.; Cléran, M.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2001, 343, 184-187. (h) Ackermann, L.; Bruneau, C.; Dixneuf P. H. Synlett 2001, 397-399. (i) Sémeril, D.; Cléran, M.; Perez, A. J.; Bruneau, C.; Dixneuf, P. H. J. Mol. Catal. A: Chem. 2002, 190, 9-25. (j) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2002, 124, 5025-5036. (k) Mori, M.; Saito, N.; Tanaka, D.; Takimoto, M.; Sato, Y. J. Am. Chem. Soc. 2003, 125, 5606-5607. (l) For Ir-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Morimoto, T.; Muto, T.; Murai, S. J. Org. Chem. 2001, 66, 4433-4436.
63. For Ru-mediated cyclization of enynes, see: (a) Chatani, N.; Morimoto, T.; Muto, T.; Murai, S. J. Am. Chem. Soc. 1994, 116, 6049-6050 (b) Chatani, N.; Kataoka, K.; Murai, S.; Furukawa, N.; Seki, Y. J. Am. Chem. Soc. 1998, 120, 9104-9105. (c) Nishida, M.; Adachi, N.; Onozuka, K.; Matsumura, H.; Mori, M. J. Org. Chem. 1998, 63, 9158-9159. (d) Trosy, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 9728-9729. (e) Paih, J. L.; Rodríguez, D. C.; Dérien, S.; Dixneuf, P. H. Synlett 2000, 95-97. (f) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2000, 122, 714-715. (g) Sémeril, D.; Cléran, M.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2001, 343, 184-187. (h) Ackermann, L.; Bruneau, C.; Dixneuf P. H. Synlett 2001, 397-399. (i) Sémeril, D.; Cléran, M.; Perez, A. J.; Bruneau, C.; Dixneuf, P. H. J. Mol. Catal. A: Chem. 2002, 190, 9-25. (j) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2002, 124, 5025-5036. (k) Mori, M.; Saito, N.; Tanaka, D.; Takimoto, M.; Sato, Y. J. Am. Chem. Soc. 2003, 125, 5606-5607. (l) For Ir-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Morimoto, T.; Muto, T.; Murai, S. J. Org. Chem. 2001, 66, 4433-4436.
64. For Ru-mediated cyclization of enynes, see: (a) Chatani, N.; Morimoto, T.; Muto, T.; Murai, S. J. Am. Chem. Soc. 1994, 116, 6049-6050 (b) Chatani, N.; Kataoka, K.; Murai, S.; Furukawa, N.; Seki, Y. J. Am. Chem. Soc. 1998, 120, 9104-9105. (c) Nishida, M.; Adachi, N.; Onozuka, K.; Matsumura, H.; Mori, M. J. Org. Chem. 1998, 63, 9158-9159. (d) Trosy, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 9728-9729. (e) Paih, J. L.; Rodríguez, D. C.; Dérien, S.; Dixneuf, P. H. Synlett 2000, 95-97. (f) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2000, 122, 714-715. (g) Sémeril, D.; Cléran, M.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2001, 343, 184-187. (h) Ackermann, L.; Bruneau, C.; Dixneuf P. H. Synlett 2001, 397-399. (i) Sémeril, D.; Cléran, M.; Perez, A. J.; Bruneau, C.; Dixneuf, P. H. J. Mol. Catal. A: Chem. 2002, 190, 9-25. (j) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2002, 124, 5025-5036. (k) Mori, M.; Saito, N.; Tanaka, D.; Takimoto, M.; Sato, Y. J. Am. Chem. Soc. 2003, 125, 5606-5607. (l) For Ir-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Morimoto, T.; Muto, T.; Murai, S. J. Org. Chem. 2001, 66, 4433-4436.
65. For Ru-mediated cyclization of enynes, see: (a) Chatani, N.; Morimoto, T.; Muto, T.; Murai, S. J. Am. Chem. Soc. 1994, 116, 6049-6050 (b) Chatani, N.; Kataoka, K.; Murai, S.; Furukawa, N.; Seki, Y. J. Am. Chem. Soc. 1998, 120, 9104-9105. (c) Nishida, M.; Adachi, N.; Onozuka, K.; Matsumura, H.; Mori, M. J. Org. Chem. 1998, 63, 9158-9159. (d) Trosy, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 9728-9729. (e) Paih, J. L.; Rodríguez, D. C.; Dérien, S.; Dixneuf, P. H. Synlett 2000, 95-97. (f) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2000, 122, 714-715. (g) Sémeril, D.; Cléran, M.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2001, 343, 184-187. (h) Ackermann, L.; Bruneau, C.; Dixneuf P. H. Synlett 2001, 397-399. (i) Sémeril, D.; Cléran, M.; Perez, A. J.; Bruneau, C.; Dixneuf, P. H. J. Mol. Catal. A: Chem. 2002, 190, 9-25. (j) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2002, 124, 5025-5036. (k) Mori, M.; Saito, N.; Tanaka, D.; Takimoto, M.; Sato, Y. J. Am. Chem. Soc. 2003, 125, 5606-5607. (l) For Ir-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Morimoto, T.; Muto, T.; Murai, S. J. Org. Chem. 2001, 66, 4433-4436.
66. For Ru-mediated cyclization of enynes, see: (a) Chatani, N.; Morimoto, T.; Muto, T.; Murai, S. J. Am. Chem. Soc. 1994, 116, 6049-6050 (b) Chatani, N.; Kataoka, K.; Murai, S.; Furukawa, N.; Seki, Y. J. Am. Chem. Soc. 1998, 120, 9104-9105. (c) Nishida, M.; Adachi, N.; Onozuka, K.; Matsumura, H.; Mori, M. J. Org. Chem. 1998, 63, 9158-9159. (d) Trosy, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 9728-9729. (e) Paih, J. L.; Rodríguez, D. C.; Dérien, S.; Dixneuf, P. H. Synlett 2000, 95-97. (f) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2000, 122, 714-715. (g) Sémeril, D.; Cléran, M.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2001, 343, 184-187. (h) Ackermann, L.; Bruneau, C.; Dixneuf P. H. Synlett 2001, 397-399. (i) Sémeril, D.; Cléran, M.; Perez, A. J.; Bruneau, C.; Dixneuf, P. H. J. Mol. Catal. A: Chem. 2002, 190, 9-25. (j) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2002, 124, 5025-5036. (k) Mori, M.; Saito, N.; Tanaka, D.; Takimoto, M.; Sato, Y. J. Am. Chem. Soc. 2003, 125, 5606-5607. (l) For Ir-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Morimoto, T.; Muto, T.; Murai, S. J. Org. Chem. 2001, 66, 4433-4436.
67. For Ru-mediated cyclization of enynes, see: (a) Chatani, N.; Morimoto, T.; Muto, T.; Murai, S. J. Am. Chem. Soc. 1994, 116, 6049-6050 (b) Chatani, N.; Kataoka, K.; Murai, S.; Furukawa, N.; Seki, Y. J. Am. Chem. Soc. 1998, 120, 9104-9105. (c) Nishida, M.; Adachi, N.; Onozuka, K.; Matsumura, H.; Mori, M. J. Org. Chem. 1998, 63, 9158-9159. (d) Trosy, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 9728-9729. (e) Paih, J. L.; Rodríguez, D. C.; Dérien, S.; Dixneuf, P. H. Synlett 2000, 95-97. (f) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2000, 122, 714-715. (g) Sémeril, D.; Cléran, M.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2001, 343, 184-187. (h) Ackermann, L.; Bruneau, C.; Dixneuf P. H. Synlett 2001, 397-399. (i) Sémeril, D.; Cléran, M.; Perez, A. J.; Bruneau, C.; Dixneuf, P. H. J. Mol. Catal. A: Chem. 2002, 190, 9-25. (j) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2002, 124, 5025-5036. (k) Mori, M.; Saito, N.; Tanaka, D.; Takimoto, M.; Sato, Y. J. Am. Chem. Soc. 2003, 125, 5606-5607. (l) For Ir-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Morimoto, T.; Muto, T.; Murai, S. J. Org. Chem. 2001, 66, 4433-4436.
68. For Ru-mediated cyclization of enynes, see: (a) Chatani, N.; Morimoto, T.; Muto, T.; Murai, S. J. Am. Chem. Soc. 1994, 116, 6049-6050 (b) Chatani, N.; Kataoka, K.; Murai, S.; Furukawa, N.; Seki, Y. J. Am. Chem. Soc. 1998, 120, 9104-9105. (c) Nishida, M.; Adachi, N.; Onozuka, K.; Matsumura, H.; Mori, M. J. Org. Chem. 1998, 63, 9158-9159. (d) Trosy, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 9728-9729. (e) Paih, J. L.; Rodríguez, D. C.; Dérien, S.; Dixneuf, P. H. Synlett 2000, 95-97. (f) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2000, 122, 714-715. (g) Sémeril, D.; Cléran, M.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2001, 343, 184-187. (h) Ackermann, L.; Bruneau, C.; Dixneuf P. H. Synlett 2001, 397-399. (i) Sémeril, D.; Cléran, M.; Perez, A. J.; Bruneau, C.; Dixneuf, P. H. J. Mol. Catal. A: Chem. 2002, 190, 9-25. (j) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2002, 124, 5025-5036. (k) Mori, M.; Saito, N.; Tanaka, D.; Takimoto, M.; Sato, Y. J. Am. Chem. Soc. 2003, 125, 5606-5607. (l) For Ir-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Morimoto, T.; Muto, T.; Murai, S. J. Org. Chem. 2001, 66, 4433-4436.
69. For Ru-mediated cyclization of enynes, see: (a) Chatani, N.; Morimoto, T.; Muto, T.; Murai, S. J. Am. Chem. Soc. 1994, 116, 6049-6050 (b) Chatani, N.; Kataoka, K.; Murai, S.; Furukawa, N.; Seki, Y. J. Am. Chem. Soc. 1998, 120, 9104-9105. (c) Nishida, M.; Adachi, N.; Onozuka, K.; Matsumura, H.; Mori, M. J. Org. Chem. 1998, 63, 9158-9159. (d) Trosy, B. M.; Toste, F. D. J. Am. Chem. Soc. 1999, 121, 9728-9729. (e) Paih, J. L.; Rodríguez, D. C.; Dérien, S.; Dixneuf, P. H. Synlett 2000, 95-97. (f) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2000, 122, 714-715. (g) Sémeril, D.; Cléran, M.; Bruneau, C.; Dixneuf, P. H. Adv. Synth. Catal. 2001, 343, 184-187. (h) Ackermann, L.; Bruneau, C.; Dixneuf P. H. Synlett 2001, 397-399. (i) Sémeril, D.; Cléran, M.; Perez, A. J.; Bruneau, C.; Dixneuf, P. H. J. Mol. Catal. A: Chem. 2002, 190, 9-25. (j) Trost, B. M.; Toste, F. D. J. Am. Chem. Soc. 2002, 124, 5025-5036. (k) Mori, M.; Saito, N.; Tanaka, D.; Takimoto, M.; Sato, Y. J. Am. Chem. Soc. 2003, 125, 5606-5607. (l) For Ir-mediated cyclization of enynes, see: Chatani, N.; Inoue, H.; Morimoto, T.; Muto, T.; Murai, S. J. Org. Chem. 2001, 66, 4433-4436.
70. For Ti-catalyzed cyclization of enynes, see: (a) Berk, S. C.; Grossman, R. B.; Buchwald, S. L. J. Am. Chem. Soc. 1993, 115, 4912-4913. (b) Urabe, H.; Hata, T.; Sato, F. Tetrahedron Lett. 1995, 36, 4261-4264. (c) Suzuki, K.; Urabe, H.; Sato, F. J. Am. Chem. Soc. 1996, 118, 8729-8730. (d) Urabe, H.; Suzuki, K.; Sato, F. J. Am. Chem. Soc. 1997, 119, 10014-10027. (e) Sturla, S. J.; Kablaoui, N. M.; Buchwald, S. L. J. Am. Chem. Soc. 1999, 121, 1976-1977.
71. For Ti-catalyzed cyclization of enynes, see: (a) Berk, S. C.; Grossman, R. B.; Buchwald, S. L. J. Am. Chem. Soc. 1993, 115, 4912-4913. (b) Urabe, H.; Hata, T.; Sato, F. Tetrahedron Lett. 1995, 36, 4261-4264. (c) Suzuki, K.; Urabe, H.; Sato, F. J. Am. Chem. Soc. 1996, 118, 8729-8730. (d) Urabe, H.; Suzuki, K.; Sato, F. J. Am. Chem. Soc. 1997, 119, 10014-10027. (e) Sturla, S. J.; Kablaoui, N. M.; Buchwald, S. L. J. Am. Chem. Soc. 1999, 121, 1976-1977.
72. For Ti-catalyzed cyclization of enynes, see: (a) Berk, S. C.; Grossman, R. B.; Buchwald, S. L. J. Am. Chem. Soc. 1993, 115, 4912-4913. (b) Urabe, H.; Hata, T.; Sato, F. Tetrahedron Lett. 1995, 36, 4261-4264. (c) Suzuki, K.; Urabe, H.; Sato, F. J. Am. Chem. Soc. 1996, 118, 8729-8730. (d) Urabe, H.; Suzuki, K.; Sato, F. J. Am. Chem. Soc. 1997, 119, 10014-10027. (e) Sturla, S. J.; Kablaoui, N. M.; Buchwald, S. L. J. Am. Chem. Soc. 1999, 121, 1976-1977.
73. For Ti-catalyzed cyclization of enynes, see: (a) Berk, S. C.; Grossman, R. B.; Buchwald, S. L. J. Am. Chem. Soc. 1993, 115, 4912-4913. (b) Urabe, H.; Hata, T.; Sato, F. Tetrahedron Lett. 1995, 36, 4261-4264. (c) Suzuki, K.; Urabe, H.; Sato, F. J. Am. Chem. Soc. 1996, 118, 8729-8730. (d) Urabe, H.; Suzuki, K.; Sato, F. J. Am. Chem. Soc. 1997, 119, 10014-10027. (e) Sturla, S. J.; Kablaoui, N. M.; Buchwald, S. L. J. Am. Chem. Soc. 1999, 121, 1976-1977.
74. For Ti-catalyzed cyclization of enynes, see: (a) Berk, S. C.; Grossman, R. B.; Buchwald, S. L. J. Am. Chem. Soc. 1993, 115, 4912-4913. (b) Urabe, H.; Hata, T.; Sato, F. Tetrahedron Lett. 1995, 36, 4261-4264. (c) Suzuki, K.; Urabe, H.; Sato, F. J. Am. Chem. Soc. 1996, 118, 8729-8730. (d) Urabe, H.; Suzuki, K.; Sato, F. J. Am. Chem. Soc. 1997, 119, 10014-10027. (e) Sturla, S. J.; Kablaoui, N. M.; Buchwald, S. L. J. Am. Chem. Soc. 1999, 121, 1976-1977.
75. For Zr-mediated cyclization of enynes, see: (a) Davis, J. M.; Whitby, R. J.; Jaxa-Chamiec, A. Synlett 1994, 110-112. (b) Miura, K.; Funatsu, M.; Saito, H.; Ito, H.; Hosomi, A. Tetrahedron Lett. 1996, 37, 9059-9062. (c) Negishi, E.-i.; Ma, S.; Sugihara, T.; Noda, Y. J. Org. Chem. 1997, 62, 1922-1923.
76. For Zr-mediated cyclization of enynes, see: (a) Davis, J. M.; Whitby, R. J.; Jaxa-Chamiec, A. Synlett 1994, 110-112. (b) Miura, K.; Funatsu, M.; Saito, H.; Ito, H.; Hosomi, A. Tetrahedron Lett. 1996, 37, 9059-9062. (c) Negishi, E.-i.; Ma, S.; Sugihara, T.; Noda, Y. J. Org. Chem. 1997, 62, 1922-1923.
77. For Zr-mediated cyclization of enynes, see: (a) Davis, J. M.; Whitby, R. J.; Jaxa-Chamiec, A. Synlett 1994, 110-112. (b) Miura, K.; Funatsu, M.; Saito, H.; Ito, H.; Hosomi, A. Tetrahedron Lett. 1996, 37, 9059-9062. (c) Negishi, E.-i.; Ma, S.; Sugihara, T.; Noda, Y. J. Org. Chem. 1997, 62, 1922-1923.
78. For Ni/Cr-, Ni-, and Ni/Zn-mediated cyclization of enynes, see: (a) Ni/Cr: Trost, B. M.; Tour, J. M. J. Am. Chem. Soc. 1987, 109, 5268-5270. (b) Ni: Tamao, K.; Kobayashi, K.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 1286-1288. (c) Ni/Zn: Savchenko, A. V.; Montgomery, J. J. Org. Chem. 1996, 61, 1562-1563.
79. For Ni/Cr-, Ni-, and Ni/Zn-mediated cyclization of enynes, see: (a) Ni/Cr: Trost, B. M.; Tour, J. M. J. Am. Chem. Soc. 1987, 109, 5268-5270. (b) Ni: Tamao, K.; Kobayashi, K.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 1286-1288. (c) Ni/Zn: Savchenko, A. V.; Montgomery, J. J. Org. Chem. 1996, 61, 1562-1563.
80. For Ni/Cr-, Ni-, and Ni/Zn-mediated cyclization of enynes, see: (a) Ni/Cr: Trost, B. M.; Tour, J. M. J. Am. Chem. Soc. 1987, 109, 5268-5270. (b) Ni: Tamao, K.; Kobayashi, K.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 1286-1288. (c) Ni/Zn: Savchenko, A. V.; Montgomery, J. J. Org. Chem. 1996, 61, 1562-1563.
81. For recent formulations of the reaction mechanism, see: (a) Oi, S.; Tsukamoto, I.; Miyano, S.; Inoue, Y. Organometallics 2001, 20, 3704-3709. (b) Mainetti, E.; Mouriés, V.; Fensterbank, L.; Malacria, M.; Marco-Contelles, J. Angew. Chem., Int. Ed. 2002, 41, 2132-2135.
82. For recent formulations of the reaction mechanism, see: (a) Oi, S.; Tsukamoto, I.; Miyano, S.; Inoue, Y. Organometallics 2001, 20, 3704-3709. (b) Mainetti, E.; Mouriés, V.; Fensterbank, L.; Malacria, M.; Marco-Contelles, J. Angew. Chem., Int. Ed. 2002, 41, 2132-2135.
83. (a) Méndez, M.; Muñoz, M. P.; Echavarren, A. M. J. Am. Chem. Soc. 2000, 122, 11549-11550 and references therein.
84. (b) Méndez, M.; Muñoz, M. P.; Nevado, C.; Cárdenas, D. J.; Echavarren, A. M. J. Am. Chem. Soc. 2001, 123, 10511-10520.
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87. See also: (e) Fernández-Rivas, C.; Méndez, M.; Nieto-Oberhuber, C.; Echavarren, A. M. J. Org. Chem. 2002, 67, 5197-5201. (f) Echavarren, A. M.; Méndez, M.; Muñoz, M. P.; Nevado, C.; Martín-Matute, B.; Nieto-Oberhuber, C.; Cárdenas, D. J. Pure Appl. Chem. 2004, 76, 453-463.
88. See also: (e) Fernández-Rivas, C.; Méndez, M.; Nieto-Oberhuber, C.; Echavarren, A. M. J. Org. Chem. 2002, 67, 5197-5201. (f) Echavarren, A. M.; Méndez, M.; Muñoz, M. P.; Nevado, C.; Martín-Matute, B.; Nieto-Oberhuber, C.; Cárdenas, D. J. Pure Appl. Chem. 2004, 76, 453-463.
89. For recent advances in the transition metal-catalyzed formation of aromatic rings, see: (a) Saito, S.; Yamamoto, Y. Chem. Rev. 2000, 100, 2901-2915 and references therein. (b) W: Miura, T.; Iwasawa, N. J. Am. Chem. Soc. 2002, 124, 518-519. (c) Shen, H.-C.; Pal, S.; Lian, J.-J.; Liu, R.-S. J. Am. Chem. Soc. 2003, 125, 15762-15763. See also: (d) Imamura, K.-i.; Yoshikawa, E.; Gevorgyan, V.; Yamamoto, Y. Tetrahedron Lett. 1999, 40, 4081-4084.
90. For recent advances in the transition metal-catalyzed formation of aromatic rings, see: (a) Saito, S.; Yamamoto, Y. Chem. Rev. 2000, 100, 2901-2915 and references therein. (b) W: Miura, T.; Iwasawa, N. J. Am. Chem. Soc. 2002, 124, 518-519. (c) Shen, H.-C.; Pal, S.; Lian, J.-J.; Liu, R.-S. J. Am. Chem. Soc. 2003, 125, 15762-15763. See also: (d) Imamura, K.-i.; Yoshikawa, E.; Gevorgyan, V.; Yamamoto, Y. Tetrahedron Lett. 1999, 40, 4081-4084.
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103. The starting material 1k was decomposed under the reaction conditions.
104. Structure of 11a was fully characterized by NMR experiments [see the Supporting Information].
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