Monobenzylether of (R,R)-1,2-diphenylethane-1,2-diol as chiral auxiliary in the diastereoselective reduction of α-ketoesters

被引：32
|
作者：
Superchi, S [1 ]
Contursi, M [1 ]
Rosini, C [1 ]
机构：
[1] Univ Basilicata, Dipartimento Chim, I-85100 Potenza, Italy
来源：
TETRAHEDRON | 1998年 / 54卷 / 37期
关键词：
D O I：
10.1016/S0040-4020(98)00657-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The alpha-ketoester 4a, prepared in 3 steps from (R,R)-1,2-diphenylethane-1,2-diol can be reduced with several agents providing the corresponding alpha-hydroxyester 5 with diastereoselectivites up to 56%. This selectivity has been interpreted as due to carbonyl face-shielding by the stacked OCH2Ph moiety of 4a. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：11247 / 11254
页数：8
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