Shibata Norio, Matsunaga Mitsuharu, Nakagawa Masaya, Fukuzumi Takeo, Nakamura Shuichi, Toru Takeshi
Department of Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
J Am Chem Soc. 2005 Feb 9;127(5):1374-5. doi: 10.1021/ja0430189.
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.