Bicyclo[3.2.1]octanone catalysts for asymmetric alkene epoxidation: the effect of disubstitution

被引：12

作者：

Armstrong, Alan ^{[1
]}

Dominguez-Fernandez, Belen ^{[1
]}

Tsuchiya, Tomoki ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

来源：

TETRAHEDRON | 2006年 / 62卷 / 28期

关键词：

epoxidation; asymmetric; ketone; dioxirane;

D O I：

10.1016/j.tet.2005.12.073

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 2-fluoro-8-oxabicyclo[3.2.1]octan-3-ones are prepared and tested as catalysts for alkene epoxidation with Oxone (R). These catalysts provide trans-stilbene oxide with up to 83% ee, but the highest ee value is obtained with the monofluorinated ketone 2: both 2,2- and 2,4-disubstituted catalysts afford epoxide of lower ee. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：6614 / 6620

页数：7

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