Tetrahedron: Asymmetry

Chloroperoxidase-catalyzed asymmetric synthesis of series of aromatic cyclic sulfoxides

SG Allenmark, MA Andersson

Index: Allenmark, Stig G.; Andersson, Malin A. Tetrahedron Asymmetry, 1996 , vol. 7, # 4 p. 1089 - 1094

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Citation Number: 75

Abstract

The chloroperoxidase (CPO) catalyzed oxidation of a series of rigid aromatic sulfides of well- defined geometry has been studied by the use of enantioselective gas chromatography for the determination of product composition and sulfoxide enantiomeric excess. The almost planar 1-thiaindane was found to be an excellent substrate, giving a quantitative yield of the (−)-(R)-1-oxide in 99% ee The sterically more demanding next higher homolog with a six- ...

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