Enantioselective methylalumination of α-olefins

Journal of Organometallic Chemistry

Volumn 692, Issue 21, 2007, Pages 4768-4773

  Petros, Robby A ^a   Camara, James M ^a   Norton, Jack R ^a  

^a Department of Chemistry ^*  (United States)

Author keywords

Ansa metallocenes; Asymmetric carboalumination; Insertion

Indexed keywords

ENANTIOSELECTIVITY; ORGANOMETALLICS; POSITIVE IONS; ZIRCONIUM COMPOUNDS;

ANSA-METALLOCENES; ASYMMETRIC CARBOALUMINATION; METHYL CATIONS;

OLEFINS;

EID: 34548538045     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2007.06.028     Document Type: Article

References (40)

1. Dzhemilev U.M., Ibragimov A.G., Vostrikova O.S., and Tolstikov G.A. Bull. Acad. Sci. USSR Div. Chem. Sci. 34 (1985) 196-197
2. Negishi E.-I., and Kondakov D.Y. Chem. Soc. Rev. 25 (1996) 417-426
3. Zeng F., and Negishi E.-I. Org. Lett. 3 (2001) 719-722
4. Negishi E.-I., and Huo S.Q. Pure Appl. Chem. 74 (2002) 151-157
5. Huo S.Q., Shi J.C., and Negishi E.-I. Angew. Chem. Int. Ed. 41 (2002) 2141-2143
6. Wipf P., and Ribe S. Org. Lett. 2 (2000) 1713-1716
7. Wipf P., and Ribe S. Org. Lett. 3 (2001) 1503-1505
8. Wipf P., Waller D.L., and Reeves J.T. J. Org. Chem. 70 (2005) 8096-8102
9. Jordan R.F., Dasher W.E., and Echols S.F. J. Am. Chem. Soc. 108 (1986) 1718-1719
10. Yang X.M., Stern C.L., and Marks T.J. J. Am. Chem. Soc. 113 (1991) 3623-3625
11. Yang X.M., Stern C.L., and Marks T.J. J. Am. Chem. Soc. 116 (1994) 10015-10031
12. Chen E.Y.-X., and Marks T.J. Chem. Rev. 100 (2000) 1391-1434
13. Wipf P., and Ribe S. Org. Lett. 3 (2001) 1503-1505
14. Wipf P., and Ribe S. Org. Lett. 2 (2000) 1713-1716
15. Shaughnessy K.H., and Waymouth R.M. Organometallics 17 (1998) 5728-5745
16. Tan Z., Liang B., Huo S.Q., Shi J.C., and Negishi E.-I. Tetrahedron: Assym. 17 (2006) 512-515
17. Liang B., Novak T., Tan Z., and Negishi E.-I. J. Am. Chem. Soc. 128 (2006) 2770-2771
18. Novak T., Tan Z., Liang B., and Negishi E.-I. J. Am. Chem. Soc. 127 (2005) 2838-2839
19. Negishi E.-I. Dalton Trans. (2005) 827-848
20. Negishi E.-I., Tan Z., Liang B., and Novak T. Proc. Natl. Acad. Sci. USA 101 (2004) 5782-5787
21. Huo S.Q., Shi J.C., and Negishi E.-I. Angew. Chem. Int. Ed. 41 (2002) 2141-2143
22. Negishi E.-I., and Kondakov D.Y. Chem. Soc. Rev. 25 (1996) 417-426
23. Erker G. Pure Appl. Chem. 64 (1992) 393-401
24. Erker G., Aulbach M., Knickmeier M., Wingbermuhle D., Kruger C., Nolte M., and Werner S. J. Am. Chem. Soc. 115 (1993) 4590-4601
25. Khalilov L.M., Parfenova L.V., Pechatkina S.V., Ibragimov A.G., Genet J.P., Dzhemilev U.M., and Beletskaya I.P. J. Organomet. Chem. 689 (2004) 444-453
26. -1; the temperature, 300 K, should have been given
27. Waymouth R., and Pino P. J. Am. Chem. Soc. 112 (1990) 4911-4914
28. Barbieri A., Droghetti A., Sostero S., and Traverso O. J. Photochem. Photobio. A 129 (1999) 137-142
29. Polo E., Barbieri A., Sostero S., and Green M.L.H. Eur. J. Inorg. Chem. (2002) 405-409
30. LoCoco M.D., and Jordan R.F. J. Am. Chem. Soc. 126 (2004) 13918-13919
31. 2 from racemic 1a: ref. 8 in:. Rodewald S., and Jordan R.F. J. Am. Chem. Soc. 116 (1994) 4491-4492
32. 2:. Bryliakov K.P., Semikolenova N.V., Yudaev D.V., Zakharov V.A., Brintzinger H.-H., Ystenes M., Rytter E., and Talsi E.P. J. Organomet. Chem. 683 (2003) 92-102
33. R.M. Buck, M.D. LoCoco, R.A. Petros, J.M. Camara, J.R. Norton, R.F. Jordan, in preparation.
34. Longo P., Grassi A., Pellecchia C., and Zambelli A. Macromolecules 20 (1987) 1015-1018
35. Pangborn A.B., Giardello M.A., Grubbs R.H., Rosen R.K., and Timmers F.J. Organometallics 15 (1996) 1518-1520
36. LoCoco M.D., and Jordan R.F. J. Am. Chem. Soc. 126 (2004) 13918-13919
37. Bochmann M., and Lancaster S.J. Angew. Chem. Int. Ed. 33 (1994) 1634-1637
38. Bain A.D., Duns G.J., Rathgeb F., and Vanderkloet J. J. Phys. Chem. 99 (1995) 17338-17343
39. Bain A.D. CIFIT. Chemistry Department (2003), McMaster University
40. E.-I. Negishi, D.Y. Kondakov, US Pat. Appl. 6,002,037, 1999.