Enantioselective epoxidation of allylic alcohols by a chiral complex of vanadium: An effective controller system and a rational mechanistic model

被引：150

作者：

Zhang, W

Basak, A

Kosugi, Y

Hoshino, Y

Yamamoto, H

机构：

[1] Univ Chicago, Dept Chem, Chicago, IL 60637 USA

[2] Nagoya Univ, Grad Sch Engn, Nagoya, Aichi 4648603, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 28期

关键词：

asymmetric catalysis; chirality; epoxidation; ligand design; vanadium;

D O I：

10.1002/anie.200500938

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Bishydroxamic acid derivatives are used as ligands for a vanadium catalyst in the preparation of epoxy alcohols (see scheme). The methodology uses aqueous tert-butyl hydroperoxide (TBHP) as an achiral oxidant, low catalyst loading, low reaction temperatures (0°C to room temperature), and simple workup procedures. The reaction is applied to the kinetic resolution of a secondary allylic alcohol and the preparation of small epoxy alcohols. R1, R2, R3: alkyl, aryl, H. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：4389 / 4391

页数：3

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