Asymmetric oxidation of alkyl aryl sulfides in crystalline cyclodextrin complexes

H Sakuraba, K Natori, Y Tanaka

Index: Sakuraba, Hidetake; Natori, Kazuhiro; Tanaka, Yoshio Journal of Organic Chemistry, 1991 , vol. 56, # 13 p. 4124 - 4129

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Citation Number: 45

Abstract

Alkyl aryl sulfides were enantioselectively oxidized in the crystalline cyclodextrin (CD) complexes under varioue conditions. The oxidation of alkyl phenyl sulfoxides in the j3- cyclodextrin (8-CD) complexes resulted in higher chiral induction than that in the a-CD complexes. Methyl 1-or 2-naphthyl sulfides were oxidized more enantioselectively in j3-CD than in yCD. By changing the methyl substituent of 1-naphthyl sulfide to an isobutyl group, ...