Asymmetric reduction using N-methyl and N-benzyl oxazaborolidines based upon cis-1-amino-2-indanol:: a preliminary mechanistic study

被引:19
作者
Jones, S [1 ]
Atherton, JCC [1 ]
机构
[1] Univ Newcastle Upon Tyne, Dept Chem, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/S0957-4166(00)00422-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
(1R)-Amino-(2S)-indanol and its N-methyl and N-benzyl derived oxazaborolidines were investigated in the asymmetric reduction of acetophenone in order to obtain insight into the reaction mechanism. Optimisation studies carried out with B-methyl (1R)-amino-(2S)-indanol resulted in enantioselectivities of 84% (by GC) and these applied to a series of aromatic ketones with differing degrees of enantioselectivity. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4543 / 4548
页数:6
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