Catalytic, enatioselective Michael addition reactions

Arkivoc

Volumn 2002, Issue 7, 2002, Pages 167-196

  Jha, S C ^a   Joshi, N N ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

Catalysis; Chiral ligands; Enantioselectivity; Heterobimetallic; Michael addition; Nucleophiles

Indexed keywords

ALKALOID; AMINO ACID; AMINO ACID DERIVATIVE; CROWN ETHER DERIVATIVE; DIAMINE DERIVATIVE; FUNCTIONAL GROUP; LIGAND; MALONIC ACID DERIVATIVE; METAL COMPLEX; NITROGEN DIOXIDE; ORGANOMETALLIC COMPOUND; OXAZOLINE DERIVATIVE; POLYMER; PROLINE; THIOL DERIVATIVE;

CATALYSIS; CATALYST; CHEMICAL STRUCTURE; CHIRALITY; COMPLEX FORMATION; CONJUGATION; ENANTIOSELECTIVITY; MICHAEL ADDITION; OPTICAL ROTATION; REVIEW; STOICHIOMETRY;

EID: 0842322178     PISSN: 14246376     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (71)

1. Wynberg, H.; Helder, R. Tetrahedron Lett. 1975, 16, 4057.
2. Helder, R. H.; Arends, R.; Bolt, W.; Hiemstra, H.; Wynberg, H. Tetrahedron Lett. a. 1977, 18, 2181.
3. Hodge, P.; Khoshdel, E.; Waterhouse, J. J. Chem. Soc., Perkin Trans.1 1983, 2205.
4. Hiemstra, H.; Wynberg, H. J. Am. Chem. Soc. 1981, 103, 417.
5. Conn, R. S. E.; Lovell, A. V.; Karady, S.; Weinstock, L. M. J. Org. Chem. 1986, 51, 4710.
6. Annunziata, R.; Cinquini, M.; Colonna, S. J. Chem. Soc., Perkin Trans.1 1980, 2422.
7. Yamashita, H.; Mukaiyama, T. Chem. Lett. 1985, 363.
8. Matsumoto, K.; Uchida, T. Chem. Lett. 1981, 1673.
9. Kumar, A.; Salunkhe, R. V.; Rane, R. A.; Dike, S. Y. J. Chem. Soc., Chem. Commun. 1991, 485.
10. Skarzewski, J.; Blajet, M. Z.; Tyrk, I. T. Tetrahedron: Asymmetry 2001, 12, 1923.
11. Kim, D. Y.; Huh, S. C.; Kim, S. M. Tetrahedron Lett. 2001, 42, 6299.
12. O'Donell, M. J.; Delgado, F.; Dominguez, E.; Blas, J. D.; Scott, W. L. Tetrahedron: Asymmetry 2001, 12, 821.
13. Colonna, S.; Hiemstra, H.; Wynberg, H. J. Chem. Soc., Chem. Commun. 1978, 6, 238.
14. Loupy, A.; Zaparucha, A. Tetrahedron Lett. 1993, 34, 473.
15. Burri, K. F.; Cardone, R. A.; Chen, W. Y.; Rosen, P. J. Am. Chem. Soc. 1978, 100, 7071.
16. Cram, D. J.; Sogah, G. D. Y. J. Chem. Soc., 1981, 13, 625.
17. Aoki, S.; Sasaki, S.; Koga, K. Tetrahedron Lett. 1989, 30, 7229.
18. Lopez, M. A.; Barbero, J. J.; Lomas, M. M.; Penades, S. Tetrahedron 1988, 44, 1535.
19. Brunet, E.; Poveda, A. M.; Rabasco, D.; Oreja, E.; Font, L. M.; Batra, M. S.; Ubis, J. C. R. Tetrahedron: Asymmetry 1994, 5, 935.
20. Toke, L.; Fenichel, L.; Albert, M. Tetrahedron Lett. 1995, 36, 5951.
21. Suzuki, K.; Ikegawa, A,; Mukaiyama, T. Bull. Chem. Soc. Jpn. 1982, 55, 3277
22. Kawara, A.; Taguchi, T. Tetrahedron Lett. 1994, 35, 8805
23. Hanessian, S.; Pham, V. Org. Lett. 2000, 2, 2975.
24. List, B.; Pojarliev, P.; Martin, H. J. Org. Lett. 2001, 3, 2423.
25. Kim, S. G.; Ahn, K. H. Tetrahedron Lett. 2001, 42, 4175.
26. Yamaguchi, M.; Shiraishi, T.; Hirama, M. Angew. Chem., Int. Ed. Engl. 1993, 32, 1176.
27. Yamaguchi, M.; Shiraishi, T.; Igarashi, Y.; Hirama, M. Tetrahedron Lett. 1994, 35, 8233.
28. Chirstoffers, J. Chem. Commun. 1997, 943.
29. Keller, E.; Feringa, B. L. Synlett 1997, 842.
30. Sreekumar, R.; Rugmini, P.; Padmkumar, R. Tetrahedron Lett. 1997, 38, 6557.
31. Soriente, A.; Spinella, A.; De Rosa, M.; Giordano, M.; Scettri, A. Tetrahedron Lett. 1997, 38, 289.
32. Christoffers, J. J. Chem. Soc., Perkin Trans.1 1997, 3141.
33. Baruah, P. P.; Boruah, A.; Prajapah, D.; Sandhu, J. S. Ind. J. Chem. 1998, 37B, 425.
34. Nelson, J. H.; Howells, P. N.; DeLullo, G. C.; Landen, G. L. J. Org. Chem. 1980, 45, 1246.
35. Ourard, N.; Rodriguez, J.; Santelli, M. Angew. Chem., Int. Ed. Engl. 1992, 31, 1651.
36. Watanabe, K.; Miyazu, K.; Irie, K. Bull. Chem. Soc. Jpn. 1982, 55, 3212.
37. Brunner, H.; Hammer, B. Angew. Chem., Int. Ed. Engl. 1984, 23, 312.
38. Botteghi, C.; Schionato, A.; Paganelli, S. J. Mol. Catal. 1989, 50, 11.
39. Christoffers, J.; Robier, U.; Werner, T. Eur. J. Org. Chem. 2000, 5,701.
40. Sawamura, M.; Hamashima, H.; Shinoto, H.; Ito, H. Tetrahedron Lett. 1995, 36, 6479.
41. Sawamura, M.; Hamashima, H.; Ito, Y. J. Am. Chem. Soc. 1992, 114, 8295.
42. Inagaki, K.; Nozaki, K.; Takaya, H. Synlett 1997, 119.
43. Suzuki, T.; Torii, T. Tetrahedron: Asymmetry 2001, 12, 1077.
44. Kanemasa, S.; Oderatoshi, Y.; Wada, E. J. Am. Chem. Soc. 1999, 121, 8675.
45. Shibasaki, M.; Sasai, H. Pure. Appl. Chem. 1996, 68, 523.
46. Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. Engl. 1997, 36, 1236.
47. Sasai, H.; Arai, T.; Shibasaki, M. J. Am. Chem. Soc. 1994, 116, 1571.
48. Sasai, H.; Arai, T.; Satow, Y.; Houk, K. N.; Shibasaki, M. J. Am. Chem. Soc. 1995, 117, 6194.
49. Sasai, H.; Emori, E.; Arai, T.; Shibasaki, M. Tetrahedron Lett. 1996, 37, 5561.
50. Arai, T.; Sasai, H.; Aoe, K.; Okamura, K.; Date, T.; Shibasaki, M. Angew. Chem., Int. Ed. Engl. 1996, 35, 104.
51. Keller, E.; Veldman, N.; Spek, A. L.; Feringa, B. L. Tetrahedron: Asymmetry 1997, 8, 3403.
52. Funabashi, K.; Saida, Y.; Kanai, M.; Arai,T.; Sasai, H.; Shibasaki, M. Tetrahedron Lett. 1998, 39, 7557.
53. Emori, E.; Arai, T.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1998, 120, 4043.
54. Kim, Y. S.; Matsunaga, S.; Das, J.; Sekine, A.; Ohshima, T.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 6506.
55. Matsunaga, S.; Ohshima, T.; Shibasaki, M. Tetrahedron Lett. 2000, 41, 8473.
56. Mannickam, G.; Sundarajan, G. Tetrahedron: Asymmetry 1997, 8, 2271.
57. Kumaraswamy, G.; Sastry, M. N. V. Tetrahedron Lett. 2001, 42, 8515.
58. Jha, S. C.; Joshi, N. N. Tetrahedron: Asymmetry 2001, 12, 2463.
59. Karayannis, N. M.; Pytlewski, L. L.; Mikulski, C. M. Coord. Chem. Rev.1973, 11, 93.
60. Diana, M. B.; Marchetti, M.; Melloni, G. Tetrahedron: Asymmetry 1995, 6, 1175.
61. O'Neil, I. A.; Turner, C. D.; Kalindjian, S. B. Synlett 1997, 777.
62. Dyker, G.; Holzer, B.; Henkel, G. Tetrahedron: Asymmetry 1999, 10, 3297.
63. Miura, K.; Katsuki, T. Synlett, 1999, 783.
64. Nakajima, M.; Sasaki, Y.; Shiro, M.; Hashimoto, S. Tetrahedron: Asymmetry 1997, 8, 341.
65. Nakajima, M.; Sasaki, Y.; Iwamoto, H.; Hashimoto, S. Tetrahedron Lett. 1998, 39, 87.
66. Nakajima, M.; Saito, M.; Hashimoto, S. J. Am. Chem. Soc. 1998, 120, 6419.
67. Nakajima, M.; Saito, M.; Hashimoto, S. Chem. Pharm. Bull. 2000, 48, 306.
68. Saito, M.; Nakajima, M.; Hashimoto, S. Tetrahedron 2000, 56, 9589
69. Nakajima, M.; Yamaguchi, Y.; Hashimoto, S. Chem. Commun. 2001, 17, 1596.
70. .Kumamoto, T.; Aoki, S.; Nakajima, M.; Koga, K. Tetrahedron: Asymmetry 1994, 5, 1431.
71. .Nishimura, K.; Ono, M.; Nagaoka, Y.; Tomioka, K. J. Am. Chem. Soc. 1997, 119, 12974.