Chiral hydroxythiols as catalysts for enantioselective borane ketone reductions

被引:17
作者
Fiaud, JC [1 ]
Mazé, F [1 ]
Kagan, HB [1 ]
机构
[1] Univ Paris Sud, ICMO, Lab React Organ Select, F-91405 Orsay, France
关键词
D O I
10.1016/S0957-4166(98)00376-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Several chiral 1,2- and 1,3-hydroxythiols derived from (R)-camphor, (1S)-(+)-10-camphorsulfonyl chloride, cysteine and cystine derivatives were prepared and evaluated as catalysts in borane ketone reductions. Under the best experimental conditions (10 mol% catalyst, THF, 35 degrees C), a 95% yield of (R)-1-phenylethanol of 64% ee was obtained in the borane reduction of acetophenone. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3647 / 3655
页数:9
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