4.4 Article

Rhodium acetate-catalyzed aerobic Mukaiyama epoxidation of alkenes

Journal

TETRAHEDRON
Volume 69, Issue 47, Pages 10009-10013

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.09.062

Keywords

Rhodium acetate; Oxygen; Mukaiyama epoxidation; Terpenes

Funding

  1. National Science Foundation [CHE-0748121]

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Mukaiyama epoxidation of alkenes under oxygen catalyzed by rhodium acetate with isobutyraldehyde as the reducing agent is as or more effective than previously reported procedures. A variety of alkenes, including terpenes and cholesterol derivatives, were oxidized. And high regioselectivity for mono-epoxidation was observed with neryl, geranyl, and linalyl acetates. (C) 2013 Elsevier Ltd. All rights reserved.

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