Highly enantio- and diastereoselective organocatalytic asymmetric domino Michael-Aldol reaction of β-ketoesters and α,β-unsaturated ketones

被引：267

作者：

Halland, N ^{[1
]}

Aburel, PS ^{[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 / 10期

关键词：

aldol reaction; domino reaction; esters; ketones; Michael addition;

D O I：

10.1002/anie.200353364

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Three to four contiguous stereogenic centers are formed in the title reaction (see scheme). The optically active cyclohexanones are formed as single diastereomers with excellent enantioselectivities (up to 99% ee) and can be transformed into synthetically useful building blocks.

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页码：1272 / 1277

页数：6

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