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Efficient Asymmetric Oxidation of Sulfides and Kinetic Resolution of Sulfoxides Catalyzed by a Vanadium-Salan System

Jiangtao Sun, Chengjian Zhu*, Zhenya Dai, Minghua Yang, Yi Pan and Hongwen Hu

*School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, China, Email: zhuicsn.cnrs-gif.fr

J. Sun, C. Zhu, Z. Dai, M. Xang, Y. Pan, H. Hu, J. Org. Chem., 2004, 69, 8500-8503.

DOI: 10.1021/jo040221d (free Supporting Information)


Abstract

The asymmetric oxidation of sulfides to chiral sulfoxides with hydrogen peroxide in good yield and high enantioselectivity has been catalyzed very effectively by a chiral vanadium-salan complex. The efficient kinetic resolution of racemic sulfoxides catalyzed by the vanadium-salan system is also described.

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Key Words

Asymmetric Oxidation, Sulfides, Sulfoxides, Vanadium, Hydrogen Peroxide


ID: J42-Y2004-1100