Thioureas: new ligands for the metal catalyzed asymmetric reduction of carbonyl compounds

被引:50
作者
Touchard, F
Fache, F
Lemaire, M
机构
[1] UNIV LYON 1,CPE,INST RECH CATALYSE,F-69622 VILLEURBANNE,FRANCE
[2] UNIV LYON 1,CPE,CNRS,LAB CATALYSE & SYNTH ORGAN,F-69622 VILLEURBANNE,FRANCE
关键词
D O I
10.1016/S0957-4166(97)00396-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The catalytic enantioselective hydride transfer reduction of prochiral ketones using differently substituted mono and dithioureas with several catalyst precursors is reported. The best results are obtained with a ruthenium complex and a C-2 symmetric ligand. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:3319 / 3326
页数:8
相关论文
共 22 条
[1]   EFFICIENT RUTHENIUM-CATALYZED TRANSFER HYDROGENATION OF KETONES BY PROPAN-2-OL [J].
CHOWDHURY, RL ;
BACKVALL, JE .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (16) :1063-1064
[2]   Ruthenium(II)-catalyzed asymmetric transfer hydrogenation of ketones using a formic acid-triethylamine mixture [J].
Fujii, A ;
Hashiguchi, S ;
Uematsu, N ;
Ikariya, T ;
Noyori, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (10) :2521-2522
[3]   ASYMMETRIC CATALYTIC REDUCTION OF CARBONYL-COMPOUNDS USING C-2 SYMMETRICAL DIAMINES AS CHIRAL LIGANDS [J].
GAMEZ, P ;
FACHE, F ;
LEMAIRE, M .
TETRAHEDRON-ASYMMETRY, 1995, 6 (03) :705-718
[4]   ENANTIOSELECTIVE CATALYTIC REDUCTION OF KETONES USING C2-SYMMETRICAL DIAMINES AS CHIRAL LIGANDS [J].
GAMEZ, P ;
FACHE, F ;
MANGENEY, P ;
LEMAIRE, M .
TETRAHEDRON LETTERS, 1993, 34 (43) :6897-6898
[5]   Diureas as ligands in asymmetric reduction of ketones [J].
Gamez, P ;
Dunjic, B ;
Lemaire, M .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (16) :5196-5197
[6]   C-2 DIAMINE, PSEUDO-C-2 POLY(AMIDE) AND POLY(UREA) AS CHIRAL INDUCTORS IN ASYMMETRIC CATALYSIS [J].
GAMEZ, P ;
DUNJIC, B ;
FACHE, F ;
LEMAIRE, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (12) :1417-1418
[7]  
GAMEZ P, 1994, B SOC CHIM FR, V131, P600
[8]  
GENET JP, 1993, SYNLETT, P478
[9]   The catalyst precursor, catalyst, and intermediate in the Ru-II-promoted asymmetric hydrogen transfer between alcohols and ketones [J].
Haack, KJ ;
Hashiguchi, S ;
Fujii, A ;
Ikariya, T ;
Noyori, R .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (03) :285-288
[10]   ASYMMETRIC TRANSFER HYDROGENATION OF AROMATIC KETONES CATALYZED BY CHIRAL RUTHENIUM(II) COMPLEXES [J].
HASHIGUCHI, S ;
FUJII, A ;
TAKEHARA, J ;
IKARIYA, T ;
NOYORI, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (28) :7562-7563