Tetrahedron

Asymmetric sulfoxidation catalyzed by a vanadium bromoperoxidase: Substrate requirements of the catalyst

MA Andersson, SG Allenmark

Index: Andersson, Malin A.; Allenmark, Stig G. Tetrahedron, 1998 , vol. 54, # 50 p. 15293 - 15304

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Citation Number: 58

Abstract

An investigation of the catalytic effect on vanadium bromoperoxidase (VBrPO, from Corallina officinalis) on the oxidation of a series of prochiral sulfides by hydrogen peroxide, revealed that substrates having a cis-positioned carboxyl group are oxidized rapidly, giving the sulfoxide in> 95% ee The pH-rate profile shows a typical sharp sigmoidal curve, indicative of a deprotonation event at around pH 6.4. The corresponding, non-protolytic, methyl esters ...

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