Asymmetric synthesis of chiral aldehydes by conjugate additions with bifunctional organocatalysis by cinchona alkaloids

被引：165

作者：

Wu, Fanghui ^{[1
]}

Hong, Ran ^{[1
]}

Khan, Jihan ^{[1
]}

Liu, Xiaofeng ^{[1
]}

Deng, Li ^{[1
]}

机构：

[1] Brandeis Univ, Dept Chem, Waltham, MA 02454 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 26期

关键词：

aldehydes; alkaloids; conjugate addition; natural products; organocatalysis;

D O I：

10.1002/anie.200600867

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly efficient asymmetric conjugate addition of carbonyl donors to α,β-unsaturated aldehydes is realized with 6′-OH cinchona alkaloids as bifunctional organocatalysts. A wide range of α-substituted β-ketoesters and α-substituted α-cyanoacetates can be employed as donors, whereas acrolein and β-substituted α,β-unsaturated aldehydes are suitable acceptors for this enantioselective addition. (Chemical Equation Presented) © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4301 / 4305

页数：5

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