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Cinchona alkaloid/sulfinyl chloride combinations: enantioselective sulfinylating agents of alcohols.

作者信息

Shibata Norio, Matsunaga Mitsuharu, Nakagawa Masaya, Fukuzumi Takeo, Nakamura Shuichi, Toru Takeshi

机构信息

Department of Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.

出版信息

J Am Chem Soc. 2005 Feb 9;127(5):1374-5. doi: 10.1021/ja0430189.

Abstract

We report a novel approach to asymmetric sulfinylation reactions based on a cinchona alkaloid/sulfinyl chloride combination that acts as the first asymmetric sulfinylating agents of achiral alcohols. Both enantiomers of arenesulfinates are obtained with up to 99% ee. The significantly high enantioselectivity observed in this case could be explained by dynamic kinetic resolution.

摘要

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