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
收藏
页码：4301 / 4305
页数：5
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