Cinchona Alkaloid/Sulfinyl Chloride Combinations: Enantioselective Sulfinylating Agents of Alcohols

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• 作者：Norio Shibata ; Mitsuharu Matsunaga ; Masaya Nakagawa ; Takeo Fukuzumi ; Shuichi Nakamura ; and Takeshi Toru
• 刊名：Journal of the American Chemical Society
• 出版年：2005
• 出版时间：February 9, 2005
• 年：2005
• 卷：127
• 期：5
• 页码：1374 - 1375
• 全文大小：39K
• 年卷期：v.127,no.5(February 9, 2005)
• ISSN：1520-5126

文摘

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.