One-Pot Synthesis of Chiral α-Substituted β,γ-Epoxy Aldehyde Derivatives through an Asymmetric Aldol Reaction of Chloroacetaldehyde

被引：45

作者：

Hayashi, Yujiro ^{[1
]}

Yasui, Yusuke ^{[1
]}

Kawamura, Tsuyoshi ^{[1
]}

Kojima, Masahiro ^{[1
]}

Ishikawa, Hayato ^{[1
]}

机构：

[1] Tokyo Univ Sci, Fac Engn, Dept Ind Chem, Shinjuku Ku, Tokyo 1628601, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 12期

基金：

日本学术振兴会;

关键词：

aldol reaction; asymmetric synthesis; diarylprolinol derivatives; epoxidation; organocatalysis; ENANTIOSELECTIVE EPOXIDATION; ETHERS; WATER; FUNCTIONALIZATION; ORGANOCATALYSIS; OLEFINS; ACIDS;

D O I：

10.1002/anie.201005577

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Water is welcome! Chiral α-substituted β,γ-epoxides have been prepared in good yields and with excellent enantioselectivities in a one-pot synthetic procedure. The key reaction of this process, which involves a series of uninterrupted sequential reactions, is an asymmetric aldol reaction of aqueous chloroacetaldehyde mediated by a diarylprolinol derivative (see scheme). Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：2804 / 2807

页数：4

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