Highly Regio- and Enantioselective Synthesis of γ,δ-Unsaturated Amido Esters by Catalytic Hydrogenation of Conjugated Enamides

被引：31

作者：

Gao, Min ^{[1
,2
]}

Meng, Jing-jing ^{[1
,2
]}

Lv, Hui ^{[1
,2
]}

Zhang, Xumu ^{[1
,2
]}

机构：

[1] Wuhan Univ, Minist Educ, Key Lab Biomed Polymers, Wuhan 430072, Hubei, Peoples R China

[2] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 06期

基金：

中国国家自然科学基金;

关键词：

amino acids; asymmetric synthesis; hydrogenation; regioselectivity; rhodium; ASYMMETRIC HYDROGENATION; AMINO-ACID; EFFICIENT SYNTHESIS; LIGANDS;

D O I：

10.1002/anie.201410213

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient and highly regio- and enantioselective catalytic asymmetric hydrogenation of ,-dienamido esters to ,-unsaturated amido esters has been achieved using Rh/TangPhos as the catalyst. A series of ,-unsaturated amido acids were furnished in excellent yields with up to 99% ee. This effective methodology was applied in the asymmetric synthesis of key intermediate of Ramipril, an ACE inhibitor.

引用

页码：1885 / 1887

页数：3

共 50 条

[1]

[Anonymous], 2010, ANGEW CHEM, V122, P6565

[2]

[Anonymous], 2009, ANGEW CHEM, V121, P6168

[3]

[Anonymous], 2007, ANGEW CHEM, V119, P2677

[4]

[Anonymous], 2007, ANGEW CHEM, V119, P2755