Asymmetric oxidation of thioethers: Enantioselective synthesis of β-hydroxysulfoxides by direct oxidation

V Conte, F Di Furia, G Licini, G Modena

Index: Conte, Valeria; Furia, Fulvio Di; Licini, Giulia; Modena, Giorgio Tetrahedron Letters, 1989 , vol. 30, # 36 p. 4859 - 4862

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Citation Number: 32

Abstract

Abstract S-methyl β-hydroxysulfoxides of fairly high optical purity (up to 80%) may be prepared by direct asymmetric oxidation [Bu t O 2 H, Ti (OPr i) 4,(+)-DET] of acetylated or silylated S-methyl β-hydroxysulfides and subsequent deprotection. The upgrading of the optical purity from 78% up to> 98% by simple crystallization has been obtained.