Synlett 2006(20): 3525-3528  
DOI: 10.1055/s-2006-956494
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© Georg Thieme Verlag Stuttgart · New York

Vanadium-Catalyzed Asymmetric Epoxidation: Proline-Derived Hydroxamic Acids Revisited

Zaïnaba Bourhani, Andrei V. Malkov*
Department of Chemistry, WestChem, Joseph Black Building, University of Glasgow, Glasgow G12 8QQ, Scotland, UK
Fax: +44(141)3304888; e-Mail: amalkov@chem.gla.ac.uk;
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Publication History

Received 1 September 2006
Publication Date:
08 December 2006 (online)

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Abstract

Structural features of ligands and substrates affecting enantioselectivity in vanadium(V)-catalyzed epoxidation of allylic alcohols were investigated. For the hydroxamic acid ligands derived from arylhydroxylamines, 2-aryl-substituted allylic alcohols emerged as the best substrates furnishing good level of enantio­selectivity.

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