New Developments in Chiral Ruthenium (II) Catalysts for Asymmetric Hydrogenation and Synthetic Applications

ACS Symposium Series

Volumn 641, Issue , 1996, Pages 31-51

  Genet, Jean Pierre ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 1542680893     PISSN: 00976156     EISSN: None     Source Type: Book Series    
DOI: 10.1021/bk-1996-0641.ch002     Document Type: Article

References (123)

1. Kagan, H.B. Comprehensive Organomet.Chem.Ed.Wilkinson,G.Perg.Press 1982,8,463
2. Kagan, H.B. Bull. Soc. Chim. Fr. 1988,846
3. Consiglio, G., Waymouth, R.M. Chem. Rev. 1989,89,257
4. ApSimon, J.W.; Collier, T. Tetrahedron 1986,42,5157
5. Blystone, S.L. Chem. Rev. 1989,89,1664
6. Ojima, I.; Clos, N.; Bastos, C. Tetrahedron 1989,45,6901
7. Whitesell, J.K. Chem. Rev. 1989,89,1581
8. James, B.; Joshi, A.M.; Kvintovics, P.; Morris, R.M.; Thorburn Blackburn, D. W Ed. Catalysis of Organic Reactions Marcel Dekker. N.Y.1990,11
9. Noyori, R. Tetrahedron 1994, 50, 4259
10. Collins, A.N.; Sheldrake, G.N.; Crosby, J. Eds. Chirality in Industry, J. Wiley, N.Y. 1992
11. Noyori, R. Asymmetric Catalysis, J. Wiley ,N.Y. 1994
12. Akutagawa, S. Applied Catalysis A : general 1995,128,171
13. Koenig, K.E. Asymmetric Catalysis, Morrisson J.E., Ed. Academic Press, New York 1985,5,71
14. Dunina, V.V.; Beletskaya, I.P. Zhurnal Organicheskoi Khimii 1992,28,1929
15. Brown, J.M. Angew. Chem. Int. Ed. Eng. 1987,26,190
16. Inoguchi, K.; Sakuraba, S.; Achiwa, K. Synlett 1992,169
17. Kagan, H.B. Asymmetric Synthesis, Morrison, J.D., Ed. Academic Press 1985,5
18. Brunner, H. Topics in Stereochemistry, Eliel, E.L. and Wiley, S.H. Eds. 1988,18,541-63
19. James, B.R.; Wang, D.; Voigt, R.F. J.Chem.Soc.Chem.Commun. 1975,574
20. Ikariya, T.; Ischii, Y.; Kawano, H.; Arai, T.; Saburi, M.; Yoshikawa, S.; Akutagawa, S. J. Chem. Soc. Chem. Commun. 1985,922
21. Kitamura, M.; Tokunaga, M.; Noyori, R. J. Org. Chem. 1992,57,4053
22. Noyori, R.; Ohta, M.; Hsiao, Y.; Kitamura, M.; Ohta, T.; Takaya, H. J. Am. Chem. Soc. 1986,108,7117
23. Ohta, T.; Takaya, H.; Noyori, R. Inorg. Chem. 1988,27,566
24. Genet, J.P.; Mallart, S.; Pinel, C.; Jugé, S. Tetrahedron : Asymmetry 1991,2,1,43
25. Genet, J.P.; Mallart, S.; Pinel, C.; Jugé, S.; Laffitte, J.A. Tetrahedron Lett. 1992,33,5343
26. Genet, J.P.; Mallart, S.; Pinel, C.; Thorimbert, S.; Juge, S.; Laffitte, J.A. Tetrahedron : Asymmetry 1991,2,555
27. Genet, J.P.; Pinel, C.; Ratovelomanana-Vidal, V.; Pfister, X.; Caño de Andrade, M.C.;; Laffitte, J.A. Tetrahedron Asymmetry 1994,5,665
28. Heiser, B.; Broger, E.A.; Crameri, Y. Tetrahedron : Asymmetry 1991,2,51
29. Alcock, N.W.; Brown, J.M.; Rose, M.; Wienand, A. Tetrahedron : Asymmetry 1991,2,47
30. Kitamura, N.; Iokunaga, M.; Ohkuna, T.; Noyori, R. Tetrahedron Lett. 1991,32,4163
31. Mashima, K.; Kusano, K.H.; Noyori, R.; Takaya, H. Chem. Comm. 1989,1208
32. Wam K.; Davis, M.E. Tetrahedron : Asymmetry 1993,4,2461
33. Taber, D.F.; Silverberg, L.J. Tetrahedron Lett. 1991,32,4227.
34. King, S.A.; Thompson, A.S.; King, A.O.; Verhoeven,T.R. J. Org. Chem 1992,57,6689
35. Fronczek, F.R.; Watkins, S.E.; Stahly, G. Organometallics 1993,12,1467
36. Mezzetti, A.; Consiglio, G. J. Chem. Soc. Chem. Commun. 1991,1675
37. Mezzetti, A.; Costella, L.; Del Zotto, A.; Rigo, P.; Consiglio, G. Gazetta Chim. It. 1993,123,155
38. Kawano, H.; Ishii, Y.; Kodama, T.; Saburi, M.; Uchida, Y. Chem Lett. 1987,1311
39. Tsukahara, T.; Kawano, H.; Ishii, Y.; Akutagawa, S.; Takahashi, T.; Uchida, Y.; Saburi, M. Chem. Lett. 1988,2055
40. Saburi, M.; Takeuchi, H.; Osagawara, M.; Tsukahara, T.; Ishii, Y.; Takahashi, T.; Uchida, Y.; Ikariya, T. J.Organomet. Chem. 1992,428,155
41. Bottechi, C.; Gladiali, S.; Matteoli, U.; Frediani, P. J. Organomet. Chem. 1977,140,221
42. Matteoli, U.; Menchi, G.; Frediani, P.; Bianchi, M.; Piacenti, F. J. Organomet. Chem. 1985,285,281
43. Joshi, A.M.; Thorburn, I.S.; Rettig, S.J.; James, B.R. Inorganica Chimica Acta 1992, 283
44. James, B.R.; Pacheco, A.; Rettig, S.J.; Thorburn, I.S. J. Mol. Cat. 1987,47,147
45. Chan, S.C.; Laneman, S. Inorganica Chimica Acta 1994,223,165
46. Chiba, T.; Myashita, A.; Nohira, H.; Takaya, H. Tetrahedron Lett. 1993,34,2351
47. Murata, M.; Morimoto, T.; Achiwa, K. Synlett 1991,827
48. Yamamoto, N.; Murata, M.; Morimoto, T.; Achiwa, K. Chem. Pharm. Bull. 1991,39,1085
49. Noyori, R.; Kitamura, M. Modern Synthetic Methods Ed. Scheffold, R. Spinger Verlag 1989, 128
50. Noyori, R. Chem. Soc. Rev. 1989,18,187
51. Noyori, R.; Takaya, H. Acc.Chem.Res. 1990,23,345
52. Noyon, R. Science, 1990,248,1194
53. Noyori, R. Organic Synthesis in Japan Past, Present and Future, Noyori,R. Ed. Tokyo Kagaku Dozin 1992,301.
54. Genet, J.P.; Ratovelomanana-Vidal, V. ; Pfister, X. ; Caño.de.Andrade, M.C.; Laffitte, J.A.; Darses, S.; Pinel, C.; Bischoff, L.; Galopin.C. Tetrahedron : Asymmetry 1994,5,675
55. Genet, J.P. Acros Organics Acta 1995,1,4
56. Takaya, H.; Kasahara, I.; Ohta, T.; Sayo, N.; Kumobayashi, H.; Akutagawa, S.; Inoue, S.I.; Kasahara, I.; Noyori, R. J. Am. Chem. Soc. 1987,109,5,1596
57. Takaya, H.; Ohta, T.; Inoue, S.I.; Tokunaga, M.; Kitamura, M. and Noyori, R. Organic Syntheses 1993,72,74
58. Imperiali, B.; Zimmerman, J.N. Tetrahedron Lett. 1988,29,5343
59. Kitamura, M.; Kasahara, I.; Manabe, K.; Noyori, R.; Takaya, H. J. Org. Chem. 1988,53,708
60. Kitamura, M.; Nagai, K.; Hsiao, Y. and Noyori, R. Tetrahedron Lett. 1990,31,549
61. Roland, S. Thesis University Pierre and Marie Curie 1995
62. Ohta, T.; Takaya, H.; Kitamura, M.; Nagai, K. and Noyori, R. J. Org. Chem. 1987,52,3174
63. Saburi, M.; Shao, L.; Sakurai, T.; Uchida, Y. Tetrahedron Lett. 1992,33,51,7877
64. Kam T. Wan; Davis, M.E. Nature 1994,370,449
65. Chan, A.S.C.; Laneman, S.A.; Miller, R.E.; Wagenknecht, J.H.; Coleman, J.P. Chem.Ind. 1994,53,49
66. Zhang, X.; Uemura, T.; Matsumura, K.; Sayo, N.; Kumobayashi, H.; Takaya, H. Synlett 1994,501
67. Muramatsu, H.; Kawano, H.; Ishii, Y.; Saburi, M.; Uchida, Y. J. Chem. Soc. Chem. Commun. 1989,769
68. Noyori, R.; Ikeda, T.; Ohkuma, T. et al J. Am. Chem. Soc. 1989,111,9134
69. Kawano, H.; Ikariya, T.; Ishii, Y.; Saburi, M. Chem. Commun. Perkin I. 1989,1571
70. Kam to Wan, Davis, M.E. Tetrahedron : Asymmetry 1993,4,2461
71. Lubell, W.O.; Kitamura, M.; Noyori, R. Tetrahedron : Asymmetry 1991,2,7,543
72. Kitamura, M.; Hsiao, Y.; Noyori, R.; Takaya, H. Tetrahedron Lett. 1987,28,4829
73. Kitamura, M.; Hsiao, Y.; Ohta, M.; Takaya, H.; Noyori, R. J. Org. Chem. 1994,59,297
74. Miyachita, A.; Takaya, H., Souchi, T.; Noyori, R. Tetrahedron 1984,40,1245
75. Miyachita, A.; Yasuda, A.; Takaya, H.; Souchi, T.; Noyori, R. J. Amer. Chem. Soc. 1980,102,7932
76. Knierzinger, A.; Schönholzer, P. Helv. Chim. Acta. 1992,75,1211
77. Schmidt, R.; Foricher, J.; Cereghetti, M. and Schönholzer, P. Helv.Chim.Acta 1991,74,370
78. Ohta, T.; Miyake, N.; Takaya, H. J. Chem. Soc. Commun. 1992,1725
79. Ohta, T.; Miyake, N.; Akutagawa, S.; Seido, N.; Kumobayashi, H.; Takaya, H. J. Org. Chem. 1995,60,357
80. Ohta, T.; Miyake, N.; Seido, N.; Takaya, H. Tetrahedron Lett. 1992,33,635
81. Noyori, R.; Ohkuma, T.; Kitamura, M.; Takaya, H.; Sayo, N.; Kumobayashi, H.; Akutagawa, S. J. Am. Chem. Soc. 1987,109,5856
82. Genet, J.P.; Ratovelomanana-Vidal, V.; Pfister, X.; Caño de Andrade, M.C.; Guerreiro, P. ; Lenoir, J.Y. Tetrahedron Lett. 1995,36,4801
83. Hoke, J.B.; Hollis, L.S.; Stern, E.W. J. Organomet. Chem. 1993,455,193
84. Burk, M.J.; Harper, T.G.P.; Kalberg, C.S. J. Am. Chem. Soc. 1995,117,4423
85. Burk, M.J.; Feaster, J.E.; Nugent, W.A.; Harlow, R.L. J.Am. Chem. Soc. 1993,115,10125
86. Kitamura, M.; Ohkuma, T.; Takaya, H.; Noyori, R. J. Am. Chem. Soc. 1988,110,629
87. Nozaki, K.; Sato, N.; Takaya, H. Tetrahedron : Asymmetry. 1993,4,2179
88. Ohta, T.; Miyake, N.; Takaya, H. J. Chem. Soc. Commun. 1992,1725
89. Kitamura, M.; Tokunaga, M.; Ohkuma, T.; Noyori, R. Organic Syntheses 1992,71,1
90. Genet, J.P.; Mallart, S. Jugé, S. French Patent, 8911159 (Aug:1989)
91. Kitamura, M.; Ohkuma, T.; Tokunaga, M.; Noyori, R. Tetrahedron : Asymmetry 1990,1,1
92. Genet, J.P.; Pfister, X.; Ratovelomanana-Vidal, V.; Pinel, C.; Laffite, J.A. Tetrahedron Lett. 1994,35,4559
93. Kitamura, M.; Tokunaga, M.; Noyori, R. J. Am. Chem. Soc. 1993,115,144
94. Kitamura, M.; Tokunaga, M.; Noyori, R. J. Am. Chem. Soc. 1995,117,2931
95. Kitamura, M.; Tokunaga, M.; Pham, T.; Noyori, R. Tetrahedron Lett. 1995,5569
96. Fukuda, N.; Mashima, K.; Matsumura, Y.I.; Takaya, H. Tetrahedron Lett. 1990,7185
97. Genet, J.P.; Caño de Andrade, M.C.; Ratovelomanana-Vidal, V. Tetrahedron Lett. 1995,36,2063
98. Review : Noyori, R.; Tokunaga, M.; Kitamura, M. Bul. Chem. Soc. Jpn. 1995,68,36
99. Genet, J.P.; Ratovelomanana-Vidal, V.; Pinel, C. Synlett. 1993,479
100. Ohkuma, T.; Ikariya, T.; Ooka, H.; Hashiguchi, S.; Ikariya, T.; Noyori, R. J. Am. Chem. Soc. 1995,117,2675
101. Hashiguchi, S.; Fuji, A.; Takahara, J.; Ikariya, T.; Noyori, R. J.Am. Chem. Soc. 1995,117,7562
102. b) Takehara, J.; Hashiguchi, S.; Fujii, A.; Inoue, S.I.; Ikariya, T.; Noyori, R. Chem. Commun 1996,233
103. Oppolzer, W.; Willis, M.; Bernardinelli, G. Tetrahedron Lett. 1990,31,4117
104. Cesarotti, E.; Mauri, A.; Villa, L.; Pallavicini, M. Tetrahedron Lett. 1991,32,4384
105. Cesarotti, E.; Antognazza, P.; Mauri, A.; Pallavicini, M.; Villa, L. Helv. Chim. Acta 1992,75,2563
106. Buser, H.P.; Spindler, F. Tetrahedron : Asymmetry 1993,4,2451
107. Shao, L.; Seki, T.; Kawano, H.; Saburi, M. Tetrahedron Lett. 1991,32,7699
108. Kitamura, M.; Ohkuma, T.; Noyori, R.; Tetrahedron Lett. 1989,29,1555
109. Rychnovsky, S.D.; Griesgraber, G.; Zeller, S.; Skalitzky, D.J. J. Org. Chem. 1991,56,5161
110. Greck, C.; Bischoff, L.; Pinel, C.; Ferreira, F.; Piveteau, E.; Genet, J.P. Synlett 1993,475
111. Jones, A.B.; Yamaguchi, M.; Patten, A.; Ragan, J.A.; Smith, D.B.; Danishefsky, S.J.; Schreiber, S.L. J. Org. Chem. 1989,54,17
112. Taber, D.F.; Silverberg, L.J.; Robinson, E.D. J. Am.Chem. Soc. 1991,113,6639
113. Schmidt, U.; Leitenberger, V.; Griesser, H. Synthesis 1992,1248
114. Wovkulich, P.M.; Shankaran, K.; Uskokovic, M.R. J. Org.Chem. 1993,58,832
115. Guzo, P.R.; Miller, M.J. J. Org. Chem. 1994,59,4862
116. Rychnovsky, S.D.; Hoye, R.C. J. Amer. Chem. Soc. 1994,116,1753
117. Pommier, A.; Pons, J.M.; Kocienski, P.J.; Wong, L. Synthesis 1994,1294
118. Taber, D.F.; Deker, P.B.; Silverberg, L.J. J. Org. Chem. 1992,57,5990
119. Greck, C.; Bischoff, L.; Genet, J.P. Tetrahedron : Asymmetry 1995,6,1989
120. Greck, C.; Ferreira, F.; Genet, J.P. Tetrahedron Lett. 1996,37,2031
121. Overman, L.E.; Rabinowitz, M.H.; Renhove, P.A. J. Am. Chem. Soc. 1995,117,2657
122. Roland, S.; Durand, J.O.; Savignac, M.; Genet, J.P. Tetrahedron Lett. 1995,36,4801
123. Mashima, K.; Matsumura, Y.I.; Kusano, K.; Kumobayashi, H.; Sayo, N.; Hori, Y.; Ishizaki, T.; Akutagawa, S.; Takaya, H. Chem. Comm. 1991,9,609