Asymmetric hydrogen transfer reduction of ketones using chiral perfluorinated diimines and diamines

被引：40

作者：

Maillard, D

Pozzi, G

Quici, S

Sinou, D

机构：

[1] Univ Lyon 1, CNRS, CPE Lyon, Lab Synth Asymetr, F-69622 Villeurbanne, France

[2] CNR, Ctr Sintesi & Stereochim Speciali Sistemi Organ, I-20133 Milan, Italy

来源：

TETRAHEDRON | 2002年 / 58卷 / 20期

关键词：

asymmetric reduction; iridium; perfluoroligands; perfluorosolvent; recycling;

D O I：

10.1016/S0040-4020(02)00247-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hydrogen transfer reduction of various ketones occurs in a mixture of perfluoroalkane/isopropanol using iridium complexes in association with chiral perfluorinated diimines or diamines as ligands. Enantioselectivity of up to 79% has been obtained. Recycling of the catalyst using chiral perfluorinated diamines as the ligands is possible with no loss of enantioselectivity and very low leaching of iridium in the organic phase. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：3971 / 3976

页数：6

共 31 条

[1] [Anonymous], 1999, CHEM SYNTHESIS SUPER
[2] Barthel-Rosa LP, 1999, COORDIN CHEM REV, V190, P587
[3] Betzemeier B, 1999, TOP CURR CHEM, V206, P61
[4] Use of heterogenized dialdimine ligands in asymmetric transfer hydrogenation
Breysse, E
Pinel, C
Lemaire, M
[J]. TETRAHEDRON-ASYMMETRY, 1998, 9 (06) : 897 - 900
[5] Cavazzini M, 2001, EUR J ORG CHEM, V2001, P4639
[6] Palladium-catalysed asymmetric allylic alkylation in the presence of a chiral 'light fluorous' phosphine ligand
Cavazzini, M
Pozzi, G
Quici, S
Maillard, D
Sinou, D
[J]. CHEMICAL COMMUNICATIONS, 2001, (13) : 1220 - 1221
[7] Perfluorocarbon-soluble catalysts and reagents and the application of FBS (fluorous biphase system) to organic synthesis
Cavazzini, M
Montanari, F
Pozzi, G
Quici, S
[J]. JOURNAL OF FLUORINE CHEMISTRY, 1999, 94 (02) : 183 - 193
[8] CHAUVIN Y, 1995, CHEMTECH, V25, P26
[9] Colonna S, 2001, EUR J ORG CHEM, V2001, P181
[10] EXCITING RESULTS FROM THE FIELD OF HOMOGENEOUS 2-PHASE CATALYSIS
CORNILS, B
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (15): : 1575 - 1577

← 1 2 3 4 →