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
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.
引用
收藏
页码:4037 / 4039
页数:3
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