Kelly, P, Lawrence, SE, Maguire, AR;

2006

June

European Journal of Organic Chemistry

Asymmetric Synthesis of Aryl Benzyl Sulfoxides By Vanadium-Catalysed Oxidation: A Combination of Enantioselective Sulfide Oxidation and Kinetic Resolution In Sulfoxide Oxidation

Validated

()

-1

19

4500

4509

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..

DOI 10.1002/ejoc.200600320