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Allylic Oxidation of Alkenes Catalyzed by a Copper-Aluminum Mixed Oxide

Ana Leticia García-Cabeza, Rubén Marín-Barrios, F. Javier Moreno-Dorado, María J. Ortega, Guillermo M. Massanet and Francisco M. Guerra*

*Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, 11510 Puerto Real, Cádiz, Spain, Email: francisco.guerrauca.es

A. L. García-Cabeza, R. Marín-Barrios, F. J. Moreno-Dorado, M. J. Ortega, G. M. Massanet, F. M. Guerra, Org. Lett., 2014, 16, 1598-1601.

DOI: 10.1021/ol500198c



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Abstract

The allylic oxidation of cyclic alkenes with a copper-aluminum mixed oxide as catalyst in the presence of a carboxylic acid and tert-butyl hydroperoxide as the oxidant gives the corresponding allylic esters. When L-proline is employed, the allylic alcohol or ketone is obtained.

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Key Words

allylic oxidation, esters, TBHP


ID: J54-Y2014