Vanadium-Catalyzed Asymmetric Epoxidation of Allylic Alcohols in Water

被引:43
|
作者
Malkov, Andrei V. [1 ]
Czemerys, Louise [1 ]
Malyshev, Denis A. [1 ]
机构
[1] Univ Glasgow, Dept Chem, Glasgow G12 8QQ, Lanark, Scotland
来源
JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 09期
基金
英国工程与自然科学研究理事会;
关键词
AQUEOUS HYDROGEN-PEROXIDE; CHIRAL HYDROXAMIC ACIDS; ENANTIOSELECTIVE EPOXIDATIONS; LIGANDS; OXIDATIONS; COMPLEX; OLEFINS; ALKENES; DESIGN;
D O I
10.1021/jo900294h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
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页码:3350 / 3355
页数:6
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