Tandem reactions on a zirconocene template

Pure and Applied Chemistry

Volumn 69, Issue 3, 1997, Pages 633-638

  Fillery, Shaun F ^a   Gordon, George J ^a   Luker, Tim ^a   Whitby, Richard J ^a  

^a UNIVERSITY OF SOUTHAMPTON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000839265     PISSN: 00334545     EISSN: None     Source Type: Journal    
DOI: 10.1351/pac199769030633     Document Type: Article

References (29)

1. Negishi, E. I. In Comprehensive Organic Synthesis; Trost, B.M.; Fleming, I. Eds.; Pergamon: Oxford, U.K., 1991; Vol. 5; p 1163; Negishi, E.; Takahashi, T. Acc. Chem. Res. 1994, 27, 124; Uesaka, N.; Mori, M.; Okamura, K.; Date, T. J. Org. Chem. 1994, 59, 4542; Kemp, M. I.; Whitby, R. J.; Coote, S. J. Synlett 1994, 451.
2. Negishi, E. I. In Comprehensive Organic Synthesis; Trost, B.M.; Fleming, I. Eds.; Pergamon: Oxford, U.K., 1991; Vol. 5; p 1163; Negishi, E.; Takahashi, T. Acc. Chem. Res. 1994, 27, 124; Uesaka, N.; Mori, M.; Okamura, K.; Date, T. J. Org. Chem. 1994, 59, 4542; Kemp, M. I.; Whitby, R. J.; Coote, S. J. Synlett 1994, 451.
3. Negishi, E. I. In Comprehensive Organic Synthesis; Trost, B.M.; Fleming, I. Eds.; Pergamon: Oxford, U.K., 1991; Vol. 5; p 1163; Negishi, E.; Takahashi, T. Acc. Chem. Res. 1994, 27, 124; Uesaka, N.; Mori, M.; Okamura, K.; Date, T. J. Org. Chem. 1994, 59, 4542; Kemp, M. I.; Whitby, R. J.; Coote, S. J. Synlett 1994, 451.
4. Negishi, E. I. In Comprehensive Organic Synthesis; Trost, B.M.; Fleming, I. Eds.; Pergamon: Oxford, U.K., 1991; Vol. 5; p 1163; Negishi, E.; Takahashi, T. Acc. Chem. Res. 1994, 27, 124; Uesaka, N.; Mori, M.; Okamura, K.; Date, T. J. Org. Chem. 1994, 59, 4542; Kemp, M. I.; Whitby, R. J.; Coote, S. J. Synlett 1994, 451.
5. Rousset, C.J.; Swanson, D.R.; Lamaty, F.; Negishi, E. Tetrahedron Lett. 1989, 30, 5105
6. Carbonylation: Swanson, D. R.; Rousset, C. J.; Negishi, E.; Takahashi, T.; Seki, T.; Saburi, M.; Uchida, Y. J. Org. Chem. 1989, 54, 3521; Aldehyde insertion: Copéret, C.; Negishi, E.; Xi, Z.; Takahashi, T. Tetrahedron Lett. 1994, 35, 695. Halogenation: Nugent, W. A.; Taber, D. F. J. Am. Chem. Soc. 1989, 111, 6435. Metathesis with other elements: Fagan, P. J.; Nugent, W. A.; Calabrese, J. C. J. Am. Chem. Soc. 1994, 116, 1880. Cu cat. allylation: Kasai, K.; Kotora, M.; Suzuki, N.; Takahashi, T. J. Chem. Soc.; Chem. Commun. 1995, 109. Cu cat. reaction with RCOCl: Takahashi, T.; Kotora, M.; Xi, Z. F. J. Chem. Soc., Chem. Commun., 1995, 1503.
7. Carbonylation: Swanson, D. R.; Rousset, C. J.; Negishi, E.; Takahashi, T.; Seki, T.; Saburi, M.; Uchida, Y. J. Org. Chem. 1989, 54, 3521; Aldehyde insertion: Copéret, C.; Negishi, E.; Xi, Z.; Takahashi, T. Tetrahedron Lett. 1994, 35, 695. Halogenation: Nugent, W. A.; Taber, D. F. J. Am. Chem. Soc. 1989, 111, 6435. Metathesis with other elements: Fagan, P. J.; Nugent, W. A.; Calabrese, J. C. J. Am. Chem. Soc. 1994, 116, 1880. Cu cat. allylation: Kasai, K.; Kotora, M.; Suzuki, N.; Takahashi, T. J. Chem. Soc.; Chem. Commun. 1995, 109. Cu cat. reaction with RCOCl: Takahashi, T.; Kotora, M.; Xi, Z. F. J. Chem. Soc., Chem. Commun., 1995, 1503.
8. Carbonylation: Swanson, D. R.; Rousset, C. J.; Negishi, E.; Takahashi, T.; Seki, T.; Saburi, M.; Uchida, Y. J. Org. Chem. 1989, 54, 3521; Aldehyde insertion: Copéret, C.; Negishi, E.; Xi, Z.; Takahashi, T. Tetrahedron Lett. 1994, 35, 695. Halogenation: Nugent, W. A.; Taber, D. F. J. Am. Chem. Soc. 1989, 111, 6435. Metathesis with other elements: Fagan, P. J.; Nugent, W. A.; Calabrese, J. C. J. Am. Chem. Soc. 1994, 116, 1880. Cu cat. allylation: Kasai, K.; Kotora, M.; Suzuki, N.; Takahashi, T. J. Chem. Soc.; Chem. Commun. 1995, 109. Cu cat. reaction with RCOCl: Takahashi, T.; Kotora, M.; Xi, Z. F. J. Chem. Soc., Chem. Commun., 1995, 1503.
9. Carbonylation: Swanson, D. R.; Rousset, C. J.; Negishi, E.; Takahashi, T.; Seki, T.; Saburi, M.; Uchida, Y. J. Org. Chem. 1989, 54, 3521; Aldehyde insertion: Copéret, C.; Negishi, E.; Xi, Z.; Takahashi, T. Tetrahedron Lett. 1994, 35, 695. Halogenation: Nugent, W. A.; Taber, D. F. J. Am. Chem. Soc. 1989, 111, 6435. Metathesis with other elements: Fagan, P. J.; Nugent, W. A.; Calabrese, J. C. J. Am. Chem. Soc. 1994, 116, 1880. Cu cat. allylation: Kasai, K.; Kotora, M.; Suzuki, N.; Takahashi, T. J. Chem. Soc.; Chem. Commun. 1995, 109. Cu cat. reaction with RCOCl: Takahashi, T.; Kotora, M.; Xi, Z. F. J. Chem. Soc., Chem. Commun., 1995, 1503.
10. Carbonylation: Swanson, D. R.; Rousset, C. J.; Negishi, E.; Takahashi, T.; Seki, T.; Saburi, M.; Uchida, Y. J. Org. Chem. 1989, 54, 3521; Aldehyde insertion: Copéret, C.; Negishi, E.; Xi, Z.; Takahashi, T. Tetrahedron Lett. 1994, 35, 695. Halogenation: Nugent, W. A.; Taber, D. F. J. Am. Chem. Soc. 1989, 111, 6435. Metathesis with other elements: Fagan, P. J.; Nugent, W. A.; Calabrese, J. C. J. Am. Chem. Soc. 1994, 116, 1880. Cu cat. allylation: Kasai, K.; Kotora, M.; Suzuki, N.; Takahashi, T. J. Chem. Soc.; Chem. Commun. 1995, 109. Cu cat. reaction with RCOCl: Takahashi, T.; Kotora, M.; Xi, Z. F. J. Chem. Soc., Chem. Commun., 1995, 1503.
11. Carbonylation: Swanson, D. R.; Rousset, C. J.; Negishi, E.; Takahashi, T.; Seki, T.; Saburi, M.; Uchida, Y. J. Org. Chem. 1989, 54, 3521; Aldehyde insertion: Copéret, C.; Negishi, E.; Xi, Z.; Takahashi, T. Tetrahedron Lett. 1994, 35, 695. Halogenation: Nugent, W. A.; Taber, D. F. J. Am. Chem. Soc. 1989, 111, 6435. Metathesis with other elements: Fagan, P. J.; Nugent, W. A.; Calabrese, J. C. J. Am. Chem. Soc. 1994, 116, 1880. Cu cat. allylation: Kasai, K.; Kotora, M.; Suzuki, N.; Takahashi, T. J. Chem. Soc.; Chem. Commun. 1995, 109. Cu cat. reaction with RCOCl: Takahashi, T.; Kotora, M.; Xi, Z. F. J. Chem. Soc., Chem. Commun., 1995, 1503.
12. Kemp, M. I.; Whitby, R. J.; Coote, S. J. Electronic Conference on Trends in Organic Chemistry (ECTOC-1) ISBN 0 85404 899 5, Eds. Rzepa, H. S. and Goodman, J. M. (CD-ROM), Royal Society of Chemistry publications, 1995. See also http://www.ch.ic.ac.uk/ectoc/
13. Coles, N.; Harris, M.C.J.; Whitby, R. J.; Blagg, J. Organometallics 1994, 13, 190; Grossman, R.B.; Davis, W. M.; Buchwald, S.L. J. Am. Chem. Soc. 1991, 113, 2321.
14. Coles, N.; Harris, M.C.J.; Whitby, R. J.; Blagg, J. Organometallics 1994, 13, 190; Grossman, R.B.; Davis, W. M.; Buchwald, S.L. J. Am. Chem. Soc. 1991, 113, 2321.
15. Davis, J. M.; Whitby, R. J.; Jaxa-Chamiec, A. Tetrahedron Lett. 1992, 33, 5655; idem, ibid, 1994, 35, 1445; idem, Synlett 1994, 111; Probert, G. D.; Whitby, R. J.; Coote, S. J.Tetrahedron Lett., 1995, 36, 4113.
16. Davis, J. M.; Whitby, R. J.; Jaxa-Chamiec, A. Tetrahedron Lett. 1992, 33, 5655; idem, ibid, 1994, 35, 1445; idem, Synlett 1994, 111; Probert, G. D.; Whitby, R. J.; Coote, S. J.Tetrahedron Lett., 1995, 36, 4113.
17. Davis, J. M.; Whitby, R. J.; Jaxa-Chamiec, A. Tetrahedron Lett. 1992, 33, 5655; idem, ibid, 1994, 35, 1445; idem, Synlett 1994, 111; Probert, G. D.; Whitby, R. J.; Coote, S. J.Tetrahedron Lett., 1995, 36, 4113.
18. Davis, J. M.; Whitby, R. J.; Jaxa-Chamiec, A. Tetrahedron Lett. 1992, 33, 5655; idem, ibid, 1994, 35, 1445; idem, Synlett 1994, 111; Probert, G. D.; Whitby, R. J.; Coote, S. J.Tetrahedron Lett., 1995, 36, 4113.
19. Erker, G. Acc. Chem. Res. 1984, 17, 103.
20. Negishi, E.; Akiyoshi, K.; O'Conner, B.; Takagi, K.; Wu, G. J. Am. Chem. Soc. 1989, 111, 3089.
21. a. Luker, T.; Whitby, R. J. Tetrahedron Lett. 1994, 35, 785;
22. b. dem, ibid 1994, 50, 9465;
23. c. idem, ibid 1995, 51, 4109;
24. d. Gordon, G. J.; Whitby, R. J. Synlett 1995, 77;
25. e. Luker, T.; Whitby, R. J. submitted toTetrahedron Lett.;
26. f. Gordon, G. J.; Whitby, R. J., submitted to J. Am. Chem. Soc.;
27. g. idem, submitted to Synlett.;
28. h. Fillery, S. F.; Whitby, R. J.; Blagg, J. submitted to J. Am. Chem. Soc.
29. Kocienski, P.; Barber, C. Pure and Appl. Chem. 1990, 62, 1933.