Asymmetric Synthesis of Aryl Benzyl Sulfoxides by Vanadium??Catalysed Oxidation: A Combination of Enantioselective Sulfide Oxidation and Kinetic Resolution in …

…, SE Lawrence, AR Maguire

Index: Kelly, Padraig; Lawrence, Simon E.; Maguire, Anita R. European Journal of Organic Chemistry, 2006 , # 19 p. 4500 - 4509

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Citation Number: 18

Abstract

Abstract Enantioselective 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.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, ...