On the mechanism of the reaction of α-substituted ketones with allyltributylstannane

Journal of Organic Chemistry

Volumn 61, Issue 13, 1996, Pages 4314-4318

  Li, Xianfeng ^a   Chen, Jian J ^a,b   Tanner, Dennis D ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

^b ROCHE BIOSCIENCE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0043225536     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo960043r     Document Type: Article

References (34)

1. Tanner, D. D.; Chen, J. J.; Chen, L.; Luelo, C. J. Am. Chem. Soc. 1991, 113, 8074, and the references cited therein.
2. (a) Tanner, D. D.; Diaz, G. E.; Potter, A. J. Org. Chem. 1985, 50, 2149.
3. (b) Tanner, D. D.; Singh, H. K. J. Org. Chem. 1986, 51, 5282.
4. (c) Chen, J. J. Ph.D. Thesis, University of Alberta, Edmonton, Alberta, Canada, 1990.
5. Yang, D.; Tanner, D. D. J. Org. Chem. 1986, 51, 2267.
6. (a) Tanner, D. D.; Singh, H. K.; Kharrat, A.; Stein, A. R. J. Org. Chem. 1987, 52, 2142.
7. (b) Tanner, D. D.; Stein, A. R. J. Am. Chem. Soc. 1987, 109, 917.
8. (a) Tanner, D. D.; Chen, J. J. J. Org. Chem. 1989, 53, 3842.
9. (b) Chen, J. J.; Tanner, D. D. Ibid. 1988, 53, 3897.
10. Curran, D. P. Synthesis 1988, 417; 489.
11. (a) Smith, A. B., III; Hale, K. J.; McCauley, J. P., Jr. Tetrahedron Lett. 1989, 30, 5579.
12. (b) Ueno, Y.; Miyano, T.; Okawara, M. Tetrahedron Lett. 1982, 23, 443.
13. (a) Grignon, J.; Pereyre, M. J. Organomet. Chem. 1973, 61, C33.
14. (b) Grignon, J.; Servens, C.; Pereyre, M. J. Organomet. Chem. 1975, 96, 225.
15. Kosugi, M.; Kurino, K.; Takayama, K.; Migita, T. J. Organomet. Chem. 1973, 56, C11.
16. (a) Keck, G. E.; Enholm, E. J.; Yates, J. B.; Wiley, M. R. Tetrahedron 1985, 41, 4079.
17. (b) Danishefsky, S. J.; Panek, J. S. J. Am. Chem. Soc. 1987, 109, 917.
18. (c) Hanessian, S.; Alpegiani, M. Tetrahedron Lett. 1986, 27, 4857.
19. Maruyama, K.; Imahori, H.; Osuka, A.; Takuwa, A.; Tagawa, H. Chem. Lett. 1986, 1719.
20. Takuwa, A.; Tagawa, H.; Iwamoto, H.; Soga, O. Chem. Lett. 1987, 1091.
21. Takuwa, A.; Nishigaichi, Y.; Yamashita, K.; Iwamoto, H. Chem. Lett. 1989, 639.
22. Hasegawa, E.; Ishiyama, K.; Horaguchi, T.; Shimizu, T. Tetrahedron Lett. 1991, 32, 2029.
23. Curran, D. P.; van Elburg, P. A.; Giese, B.; Gilges, S. Tetrahedron Lett. 1990, 37, 2861.
24. Pedley, J. B.; Skinner, H. A.; Chernick, C. L. Trans. Faraday Soc. 1957, 53, 1612.
25. Russel, G. A.; Herold, L. L. J. Org. Chem. 1985, 50, 1037.
26. Kelley, C. J.; Carmack, M. Tetrahedron Lett. 1975, 16, 3605.
27. (a) Ferrier, R. J.; Lee, C. K.; Wood, T. A. J. Chem. Soc., Chem. Commun. 1991, 690.
28. (b) Easton, C. J.; Peters, S. C. Tetrahedron Lett. 1992, 33, 5581.
29. Russell, G. A.; Ros, F. J. Am. Chem. Soc. 1985, 107, 2506.
30. Watson, J. M.; Irvine, J. L.; Roberts, R. M. J. Am. Chem. Soc. 1973, 95, 3348.
31. Grieco, P. A.; Masaki, Y. J. Org. Chem. 1974, 39, 2135.
32. Karaulova, E. N.; Meilanova, D. Sh.; Gal'pern, G. D. Zhur. Obshchei Khim. 1957, 27, 3034. Chem. Abstr. 1958, 52, 8075b.
33. Karaulova, E. N.; Meilanova, D. Sh.; Gal'pern, G. D. Zhur. Obshchei Khim. 1957, 27, 3034. Chem. Abstr. 1958, 52, 8075b.
34. Hurd, C. D.; Greengard, H. J. Am. Ctam. Soc. 1930, 52, 3356.