Tungsten-Catalyzed Asymmetric Epoxidation of Allylic and Homoallylic Alcohols with Hydrogen Peroxide

Chuan Wang and Hisashi Yamamoto*

*Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago Illinois 60637, United States, Email: yamamotouchicago.edu

C. Wang, H. Yamamoto, J. Am. Chem. Soc., 2014, 136, 1222-1225.

DOI: 10.1021/ja411379e

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Abstract

A tungsten-bishydroxamic acid complex promotes a simple, efficient, and environmentally friendly asymmetric epoxidation of allylic, and homoallylic alcohols at room temperature using aqueous hydrogen peroxide as oxidant.

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Enantioselective Epoxidation of Allylic Alcohols by a Chiral Complex of Vanadium: An Effective Controller System and a Rational Mechanistic Model

W. Zhang, A. Basak, Y. Kosugi, Y. Hoshino, H. Yamamoto, Angew. Chem. Int. Ed., 2005, 44, 4389-4391.

Novel α-Amino Acid-Based Hydroxamic Acid Ligands for Vanadium-Catalyzed Asymmetric Epoxidation of Allylic Alcohols

Y. Hoshino, H. Yamamoto, J. Am. Chem. Soc., 2000, 122, 10452-10453.

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Key Words

epoxidation, hydrogen peroxide

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ID: J48-Y2014