ENANTIOSELECTIVE SYNTHESIS OF BETA-AMINO ACIDS - TMS-SAMP AS A CHIRAL AMMONIA EQUIVALENT FOR THE AZA ANALOGOUS MICHAEL ADDITION TO ALPHA,BETA-UNSATURATED ESTERS

被引:0
|
作者
ENDERS, D
WAHL, H
BETTRAY, W
机构
[1] Institut für Organische Chemie, Technischen Hochschule Aachen, D-52074
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 04期
关键词
AMINO ACIDS; ASYMMETRIC SYNTHESES; CHIRAL AUXILIARIES; MICHAEL ADDITIONS;
D O I
10.1002/anie.199504551
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The N‐silylated chiral amines TMS‐SAMP and TMS‐RAMP can be employed for stereoselective CN bond formation with enantiomeric excesses of 90‐80%. In these reactions, the corresponding hydrazinoesters are formed initially, which are subsequently cleaved hydrogenolytically to give the desired β‐amino acids 1. R = alkyl, R′ = Me, tBu. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
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页码:455 / 457
页数:3
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