Nickel-catalyzed cyclizations and couplings with vinylzirconium reagents

Organic Letters

Volumn 4, Issue 10, 2002, Pages 1743-1745

  Ni, Yike ^a   Amarasinghe, Kande K D ^a   Montgomery, John ^a  

^a WAYNE STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; ETHYLENE DERIVATIVE; NICKEL; ZIRCONIUM;

ARTICLE; CATALYSIS; CHEMISTRY; CYCLIZATION;

CATALYSIS; CYCLIZATION; ETHYLENES; INDICATORS AND REAGENTS; NICKEL; ZIRCONIUM;

EID: 0037118365     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol025812+     Document Type: Article

References (30)

1. Montgomery, J. Organometallic Complexes of Nickel. In Science of Synthesis; Herrmann, G. F., Ed.; Georg Thieme Verlag: Stuttgart, 2001; Vol. 1, pp 11-62.
2. (a) Montgomery, J. Acc. Chem. Res. 2000, 33, 467.
3. (b) Ikeda, S. Acc. Chem. Res. 2000, 33, 511.
4. (a) Sato, Y.; Takimoto, M.; Mori, M. J. Am. Chem. Soc. 2000, 122, 1624.
5. (b) Sato, Y.; Takanashi, T.; Mori, M. Organometallics 1999, 18, 4891.
6. (c) Shibata, K.; Kimura, M.; Shimizu, M.; Tamaru, Y. Org. Lett. 2001, 3, 2181.
7. (d) Kimura, M.; Fujimatsu, H.; Ezoe, A.; Shibata, K.; Shimizu, M.; Matsumoto, S.; Tamaru, Y. Angew. Chem., Int. Ed. 1999, 38, 397.
8. (e) Kimura, M.; Ezoe, A.; Shibata, K.; Tamaru, Y. J. Am. Chem. Soc. 1998, 120, 4033.
9. (a) Oblinger, E.; Montgomery, J. J. Am. Chem. Soc. 1997, 119, 9065.
10. (b) Tang, X. Q.; Montgomery, J. J. Am. Chem. Soc. 1999, 121, 6098.
11. (c) Tang, X. Q.; Montgomery, J. J. Am. Chem. Soc. 2000, 122, 6950.
12. (d) Huang, W.-S.; Chan, J.; Jamison, T. F. Org. Lett. 2000, 2, 4221.
13. (e) Takimoto, M.; Shimizu, K.; Mori, M. Org. Lett. 2001, 3, 3345.
14. (a) Ikeda, S.; Kondo, K.; Sato, Y. J. Org. Chem. 1996, 61, 8248.
15. (b) Ikeda, S.; Yamamoto, H.; Kondo, K.; Sato, Y. Organometallics 1995, 14, 5015.
16. (c) Montgomery, J.; Oblinger, E.; Savchenko, A. V. J. Am. Chem. Soc. 1997, 119, 4911.
17. (d) Chevliakov, M. V.; Montgomery, J. J. Am. Chem. Soc. 1999, 121, 11139.
18. Cui, D.; Hashimoto, N.; Ikeda, S.; Sato, Y. J. Org. Chem. 1995, 60, 5752.
19. (a) Savchenko, A. V.; Montgomery, J. J. Org. Chem. 1996, 61, 1562.
20. (b) Seo, J.; Fain, H.; Blanc, J. B.; Montgomery, J. J. Org. Chem. 1999, 64, 6060.
21. (a) Tamao, K.; Kobayashi, K.; Ito, Y. Synlett 1992, 539.
22. (b) Lappert, M. F.; Nile, T. A.; Takahashi, S. J. Organomet. Chem. 1974, 72, 425.
23. Wipf, P.; Jahn, H. Tetrahedron 1996, 52, 12853.
24. For recent preparations of 1,3-dienes, see: Trost, B. M.; Pinkerton, A. B.; Seidel, M. J. Am. Chem. Soc. 2001, 123, 12466 and references therein.
25. (a) Negishi, E.; Okukado, N.; King, A. O.; Van Horn, D. E.; Spiegel, B. I. J. Am. Chem. Soc. 1978, 100, 2254.
26. (b) See also: Panek, J. S.; Hu, T. J. Org. Chem. 1997, 62, 4912.
27. (a) Wipf, P.; Xu, W. Tetrahedron Lett. 1994, 35, 5197.
28. (b) Wipf, P.; Kendall, C.; Stephenson, C. R. J. J. Am. Chem. Soc. 2001, 123, 5122.
29. (a) Schwartz, J.; Loots, M. J.; Kosugi, H. J. Am. Chem. Soc. 1980, 102, 1333.
30. (b) Dayrit, F. M.; Schwartz, J. J. Am. Chem. Soc. 1981, 103, 4466.