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水中钒催化的烯丙醇不对称环氧化反应

Vanadium-catalyzed asymmetric epoxidation of allylic alcohols in water.

作者信息

Malkov Andrei V, Czemerys Louise, Malyshev Denis A

机构信息

Department of Chemistry, WestChem, Joseph Black Building, University of Glasgow, Glasgow G12 8QQ, United Kingdom.

出版信息

J Org Chem. 2009 May 1;74(9):3350-5. doi: 10.1021/jo900294h.

DOI:10.1021/jo900294h
PMID:19344136
Abstract

Asymmetric V-catalyzed epoxidation of allylic alcohols can be carried out in water with chiral ligands, which incorporate sulfonamide and hydroxamic acid fragments. Furthermore, the reaction, notorious for its ligand-deceleration effect, in water turned into the ligand-accelerated process. By using this aqueous protocol, a range of allylic alcohols were epoxidized with up to 94% ee.

摘要

烯丙醇的不对称钒催化环氧化反应可以在手性配体存在下于水中进行,这些手性配体含有磺酰胺和异羟肟酸片段。此外,该反应以其配体减速效应而闻名,在水中却转变为配体加速过程。通过使用这种水相方法,一系列烯丙醇被环氧化,对映体过量值高达94%。

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