Tetrahedron Letters

Highly enantioselective addition of (S)-lithiomethyl 1-naphthyl sulfoxide to ketones

H Sakuraba, S Ushiki

Index: Sakuraba, Hidetake; Ushiki, Shigeru Tetrahedron Letters, 1990 , vol. 31, # 37 p. 5349 - 5352

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Citation Number: 43

Abstract

Abstract The anion of (S)-(−)-methyl 1-naphthyl sulfoxide reacts enantioselectively with alkyl phenyl ketones to give (SsScJ-β-hydroxysulfoxides with diastereomeric excess (de) up to 100%. Optically pure (S)-tertiary alcohols are prepared by desulfurization of the corresponding diastereomers.