Direct organocatalytic enantioselective Mannich reactions of ketimines:: An approach to optically active quaternary α-amino acid derivatives

被引：215

作者：

Zhuang, W ^{[1
]}

Saaby, S ^{[1
]}

Jorgensen, KA ^{[1
]}

机构：

[1] Aarhus Univ, Dept Chem, Danish Natl Res Fdn, Ctr Catalysis, DK-8000 Aarhus C, Denmark

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 34期

关键词：

amino acids; chiral amines; Mannich bases; organocatalysis; quaternary stereocenters;

D O I：

10.1002/anie.200460158

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

You're in control of which diastereomer of a quaternary α-amino acid derivative is formed in a direct organocatalytic diastereoselective and enantioselective Mannich reaction of ketimines with aldehydes (see scheme). The reactions are high yielding and can be controlled through the choice of the catalyst to give either diastereomer of the product with diastereomeric ratios as high as > 20:1 and with 83-98% ee. Pg = protecting group.

引用

页码：4476 / 4478

页数：3

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