Vanadium-Catalyzed Asymmetric Epoxidation of Allylic Alcohols in Water

Malkov, A.V., Czemerys, L. and Malyshev, D. A. (2009) Vanadium-Catalyzed Asymmetric Epoxidation of Allylic Alcohols in Water. Journal of Organic Chemistry, 74(9), pp. 3350-3355. (doi: 10.1021/jo900294h)

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Abstract

Asymmetric V-catalyzed epoxidation of allylic alcohols can be carried out in water with chiral ligands, which incorporate sulfonamide and hydroxamic acid fragments. Furthermore, the reaction, notorious for its ligand-deceleration effect, in water turned into the ligand-accelerated process. By using this aqueous protocol, a range of allylic alcohols were epoxidized with up to 94% ee.

Item Type:Articles
Keywords:ACID ALCOHOLS ALKENES ALLYLIC ALCOHOLS AQUEOUS HYDROGEN-PEROXIDE Chiral CHIRAL HYDROXAMIC ACIDS COMPLEXES ENANTIOSELECTIVE EPOXIDATIONS LIGAND LIGANDS OXIDATIONS REACTIVITY TERT-BUTYL HYDROPEROXIDE UNFUNCTIONALIZED OLEFINS WATER
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Malkov, Dr Andrei
Authors: Malkov, A.V., Czemerys, L., and Malyshev, D. A.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Journal of Organic Chemistry
ISSN:0022-3263

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