Catalytic Asymmetric Hydroperoxidation of α,β-Unsaturated Ketones: An Approach to Enantiopure Peroxyhemiketals, Epoxides, and Aldols

被引：136

作者：

Reisinger, Corinna M. ^{[1
]}

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 / 42期

关键词：

asymmetric catalysis; epoxidation; hydrogen peroxide; ketones; organocatalysis;

D O I：

10.1002/anie.200803238

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Efficient, selective: The primary amine salt 1 derived from quinine efficiently catalyzes the highly enantioselective hydroperoxidation of α,β-unsaturated ketones furnishing stable and isolable cyclic peroxyhemiketals in enantiopure form. The versatility of the peroxyhemiketals was demonstrated with the syntheses ofaldols and epoxides from α,β-unsaturated ketones and hydrogen peroxide (see scheme). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：8112 / 8115

页数：4

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