Highly enantioselective decarboxylative protonation of α-aminomalonates mediated by thiourea Cinchona alkaloid derivatives:: Access to both enantiomers of cyclic and acyclic α-aminoacids

被引：88

作者：

Amere, Mukkanti ^{[1
]}

Lasne, Marie-Claire ^{[1
]}

Rouden, Jacques ^{[1
]}

机构：

[1] Univ Caen Basse Normandie, ENSICAEN, CNRS, Lab Chim Mol & Thioorgan, F-14050 Caen, France

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 14期

关键词：

D O I：

10.1021/ol070712v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Thiourea derived cinchona alkaloids promote the asymmetric decarboxylative protonation of cyclic, acyclic, or bicyclic alpha-aminomalonate hemiesters under mild and metal-free conditions to afford enantioenriched aminoesters in high yields and enantioselectivities up to 93%. Both enantiomers of the aminoesters have been synthesized with the same selectivity when using organic base 3 and its pseudoenantiomer 6 derived from quinine.

引用

页码：2621 / 2624

页数：4

共 40 条

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