A HIGHLY ENANTIOSELECTIVE RHODIUM CATALYST FOR THE HYDROGENATION OF ALIPHATIC ALPHA-KETO ESTERS

被引：23

作者：

SPINDLER, F

PITTELKOW, U

BLASER, HU

机构：

[1] Central Research Services, Ciba-Geigy AG, Basel, CH-4002, R-1060, P.O. Box

来源：

CHIRALITY | 1991年 / 3卷 / 04期

关键词：

ENANTIOSELECTIVE CATALYSIS; (2S)-ETHYL-2-HYDROXY-4-PHENYLBUTYRATE; (S)-ETHYL LACTATE; ALPHA-HYDROXY ESTERS; (2S; 3S)-NORPHOS; RHODIUM DIPHOSPHINE CATALYST;

D O I：

10.1002/chir.530030423

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The enantioselective hydrogenation of several alpha-keto acid derivatives with rhodium diphosphine catalysts has been investigated using a random screening approach. The neutral rhodium catalyst prepared in situ from bis(2,5-norbornadiene rhodium chloride) and NORPHOS has been found to be an excellent catalyst for preparing aliphatic alpha-hydroxy esters in high optical purities. The reaction parameters for the hydrogenation of ethyl 2-oxo-4-phenyl-butyrate, an intermediate for the ACE inhibitor Benazepril, were optimized and the best optical yields obtained were 96%.

引用

页码：370 / 375

页数：6

共 28 条

[1] CATALYTIC AND STRUCTURAL STUDIES OF RHI COMPLEXES OF (-)-(2S,4S)-2,4-BIS(DIPHENYLPHOSPHINO)PENTANE - ASYMMETRIC HYDROGENATION OF ACETOPHENONEBENZYLIMINE AND ACETOPHENONE [J].