Asymmetric nucleophilic α-amino-acylation with metalated chiral amino nitriles:: enantioselective synthesis of 3-substituted 5-amino-4-oxo-esters via asymmetric Michael addition

被引：13

作者：

Enders, D ^{[1
]}

Shilvock, JP ^{[1
]}

Raabe, G ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 12期

关键词：

D O I：

10.1039/a903536b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly stereoselective conjugate addition of an enantiopure metalated beta-amino substituted amino nitrile to alpha,beta-unsaturated esters, with subsequent silver nitrate induced hydrolysis of the amino nitrile adducts affords 3-substituted 5-amino-4-oxo-esters with high enantiomeric purity, thus achieving the overall asymmetric Michael addition of an alpha-amino-acyl carbanion.

引用

页码：1617 / 1619

页数：3

共 22 条

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