Asymmetric synthesis of aryl benzyl sulfoxides by vanadium-catalysed oxidation: A combination of enantioselective sulfide oxidation and kinetic resolution in sulfoxide oxidation

被引：36
|
作者：
Kelly, Padraig [1 ]
Lawrence, Simon E. [1 ]
Maguire, Anita R. [1 ]
机构：
[1] Univ Coll Cork, Dept Chem, Analyt & Biol Chem Res Facil, Cork, Ireland
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 2006卷 / 19期
关键词：
asymmetric catalysis; oxidation; enantioselectivity; kinetic resolution; sulfoxides;
D O I：
10.1002/ejoc.200600320
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Enantio selective vanadium-catalysed oxidation of aryl benzyl sulfides using Bolm's procedure is accompanied by kinetic resolution in the oxidation of the resulting sulfoxides which enhances the enantiopurities of the sulfoxides recovered (typically > 90% ee), albeit with an associated reduction in yield. The effects of ligand, solvent and reaction conditions are discussed in detail.
引用
收藏
页码：4500 / 4509
页数：10
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