Chiral ferrocenyl diphosphines for asymmetric transfer hydrogenation of acetophenone

被引:17
作者
Cabou, J [1 ]
Brocard, J [1 ]
Pélinski, L [1 ]
机构
[1] ENSCL, CNRS, UMR 8010, Lab Catalyse Lille, F-59652 Villeneuve Dascq, France
关键词
diphosphines; ferrocene; transfer hydrogenation;
D O I
10.1016/j.tetlet.2004.12.059
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of new optically pure ferrocenyl diphosphines have been realized from (R)-(+)-N,N-dimethylaminoethyl-ferrocene. Particularly, dissymmetric ferrocenyl diphosphines have been synthesized. The diphosphines have been used as ligands in asymmetric transfer hydrogenation of acetophenone in the presence of Ru catalysts. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1185 / 1188
页数:4
相关论文
共 21 条
[1]   2-azanorbornyl alcohols: Very efficient ligands for ruthenium-catalyzed asymmetric transfer hydrogenation of aromatic ketones [J].
Alonso, DA ;
Nordin, SJM ;
Roth, P ;
Tarnai, T ;
Andersson, PG ;
Thommen, M ;
Pittelkow, U .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (10) :3116-3122
[2]   Synthesis and characterization of ruthenium(II) complexes containing chiral bis(ferrocenyl)-P-3 or -P2S ligands. Asymmetric transfer hydrogenation of acetophenone [J].
Barbaro, P ;
Bianchini, C ;
Togni, A .
ORGANOMETALLICS, 1997, 16 (13) :3004-3014
[3]   Chiral ferrocenyl amino alcohols for enantioselective additions of diethylzinc to aldehydes [J].
Bastin, S ;
Ginj, M ;
Brocard, J ;
Pélinski, L ;
Novogrocki, G .
TETRAHEDRON-ASYMMETRY, 2003, 14 (12) :1701-1708
[4]   New efficient P,N,O-tridentate ligands for Ru-catalyzed asymmetric transfer hydrogenation [J].
Dai, HC ;
Hu, XP ;
Chen, HL ;
Bai, CM ;
Zheng, Z .
TETRAHEDRON-ASYMMETRY, 2003, 14 (11) :1467-1472
[5]  
Fukuzawa S, 2000, EUR J ORG CHEM, V2000, P2877
[6]   Diureas as ligands in asymmetric reduction of ketones [J].
Gamez, P ;
Dunjic, B ;
Lemaire, M .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (16) :5196-5197
[7]   A ruthenium(II) complex with a C-2-symmetric diphosphine/diamine tetradentate ligand for asymmetric transfer hydrogenation of aromatic ketones [J].
Gao, JX ;
Ikariya, T ;
Noyori, R .
ORGANOMETALLICS, 1996, 15 (04) :1087-1089
[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]   A new chiral bis(oxazolinlymethyl)amine ligand for Ru-catalyzed asymmetric transfer hydrogenation of ketones [J].
Jiang, YT ;
Jiang, QZ ;
Zhang, XM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (15) :3817-3818