Asymmetric counteranion-directed catalysis for the epoxidation of enals

被引：183

作者：

Wang, Xingwang ^{[1
]}

List, Benjamin ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 06期

关键词：

aldehydes; asymmetric epoxidation; chiral phosphates; enals; organocatalysis;

D O I：

10.1002/anie.200704185

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A new mode of chiral anion catalysis: A powerful chiral-counteranion strategy for catalytic asymmetric epoxidations using the newly discovered catalyst 1 has been applied to the epoxidation of α,β-unsaturated aldehydes together with tert-butyl hydroperoxide as the oxidant (see scheme). Remarkably, this system provides the corresponding epoxides in high diastereo- and enantioselectivity for both di- and trisubstituted enals. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：1119 / 1122

页数：4

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