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

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 22期

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

页码：4543 / 4548

页数：6

共 8 条

[1] The oxazaborolidine-borane reduction of ketones: Identification and reactivity of transient intermediates [J].