An iterative approach to biologically important fused polycyclic ethers via acyl radical cyclizations

Journal of Organic Chemistry

Volumn 61, Issue 15, 1996, Pages 4880-4881

  Evans, P Andrew ^a   Roseman, Jamie D ^a   Garber, Lisa T ^a  

^a UNIVERSITY OF DELAWARE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIFUNGAL AGENT; GAMBERIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CYCLIZATION; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030036746     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9605861     Document Type: Article

References (51)

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22. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
23. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
24. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
25. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
26. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
27. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
28. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
29. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
30. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
31. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
32. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
33. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
34. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
35. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
36. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
37. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
38. For examples of acyl radicals from acyl selenides, see: (a) Pfenninger, J.; Graf, W. Helv. Chim. Acta 1980, 63, 1562. (b) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328. (c) Crich, D.; Fortt, S. M. Tetrahedron Lett. 1987, 28, 2895. (d) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1988, 53, 3377. (e) Crich, D.; Fortt, S. M.; Tetrahedron Lett. 1988, 29, 2585. (f) Crich, D.; Eustace, K. A.; Richie, T. J. Heterocycles 1989, 28, 67. (g) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Chem. Commun. 1989, 1366. (h) Crich, D.; Fortt, S. M. Tetrahedron 1989, 45, 6581. (i) Batty, D.; Crich, D.; Fortt, S. M. J. Chem. Soc., Perkin Trans. 1 1990, 2875. (j) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1999, 112, 4003. (k) Boger, D. L.; Mathvink, R. J. J. Am. Chem. Soc. 1990, 112, 4008. (l) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1990, 55, 5442. (m) Astley, M. P.; Pattenden, G. Synthesis 1992, 101. (n) Batty, D.; Crich, D. Tetrahedron Lett. 1992, 33, 875. (o) Boger, D. L.; Mathvink, R. J. J. Org. Chem. 1992, 57, 1429. (p) Batty, D.; Crich, D. J. Chem. Soc., Perkin Trans. 1 1992, 3193. (q) Chen, L.; Gill, B.; Pattenden, G. Tetrahedron Lett. 1994, 35, 2593. (r) Hayes, C. J.; Pattenden, G. Tetrahedron Lett. 1996, 37, 271 and pertinent references cited therein.
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