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Synfacts 2009(8): 0884-0884  
DOI: 10.1055/s-0029-1217429
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Epoxidation of Allylic Alcohols in Water

Contributor(s): Hisashi Yamamoto, Zhi Li
A. V. Malkov*, L. Czemerys, D. A. Malyshev
University of Glasgow and Loughborough University, UK
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Publication History

Publication Date:
23 July 2009 (online)

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Significance

Chiral hydroxamic acid ligands are known to be efficient for vanadium-catalyzed asymmetric epoxidation of allylic alcohols. The authors developed water-soluble chiral hydroxamic acid ligands by incorporating a sulfonamide moiety to enhance the water solubility. Various allylic alcohol substrates can be epoxidized in water with high yields and enantioselectivities.