ENANTIOSELECTIVE SYNTHESIS OF BETA-AMINO ACIDS - TMS-SAMP AS A CHIRAL AMMONIA EQUIVALENT FOR THE AZA ANALOGOUS MICHAEL ADDITION TO ALPHA,BETA-UNSATURATED ESTERS
ENANTIOSELECTIVE SYNTHESIS OF BETA-AMINO ACIDS - TMS-SAMP AS A CHIRAL AMMONIA EQUIVALENT FOR THE AZA ANALOGOUS MICHAEL ADDITION TO ALPHA,BETA-UNSATURATED ESTERS
复制标题
DOI：
10.1002/anie.199504551
复制
发表时间：
1995-03-07
期刊：
影响因子：
--
通讯作者：
BETTRAY, W
中科院分区：
文献类型：
--
作者：
ENDERS, D;WAHL, H;BETTRAY, W
N-甲硅烷基化的手性胺TMS-SAMP和TMS-RAMP可用于立体选择性C = N键形成，对映体过量为90 - 80%。在这些反应中，最初形成相应的肼基酯，随后氢解裂解以得到所需的β-氨基酸1。R=烷基，R′= Me，tBu。
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.