Synthesis of water-soluble aminosulfonamide ligands and their application in enantioselective transfer hydrogenation

被引：112

作者：

Bubert, C

Blacker, J

Brown, SM

Crosby, J

Fitzjohn, S

Muxworthy, JP

Thorpe, T

Williams, JMJ

机构：

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

[2] Avecia, Huddersfield Works, Huddersfield HD2 1FF, W Yorkshire, England

[3] AstraZeneca, Proc R&D, Macclesfield SK10 2NA, Cheshire, England

[4] Zeneca Agrochem, Jealotts Hill Res Stn, Bracknell RG42 6ET, Berks, England

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 24期

关键词：

D O I：

10.1016/S0040-4039(01)00623-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Water-soluble analogues of Noyori's (1S,2S)-N-(p-tolylsulfonyl)-1,2-diphenylethylenediamine and Knochel's (1R,2R)-N-(p-tolylsulfonyl)-1,2-diaminocyclohexane, containing an additional sulfonic acid group, have been synthesised. The ruthenium catalysed reduction of aromatic ketones using enantiomerically pure catalyst derived from water soluble ligands and [RuCl2(p-cymene)](2) has been examined. High enantioselectivity and moderate activity were observed in the 2-propanol/base system. The addition of water is necessary to stabilise the catalyst. (C) 2001 Elsevier Science Ltd. All rights reserved.

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页码：4037 / 4039

页数：3

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