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

Author:
García-Cabeza, Ana Leticia, Marín-Barrios, Rubén, Moreno-Dorado, F. Javier, Ortega, María J., Massanet, Guillermo M., Guerra, Francisco M.
Source:
Organic letters 2014 v.16 no.6 pp. 1598-1601
ISSN:
1523-7052
Subject:
alcohols, catalysts, chemical structure, cyclohexenes, esters, experimental design, oxidants, oxidation, proline
Abstract:
A strategy for the allylic oxidation of cyclic alkenes with a copper–aluminum mixed oxide as catalyst is presented. The reaction involves the treatment of an alkene with a carboxylic acid employing tert-butyl hydroperoxide as the oxidant. In all cases, the corresponding allylic esters are obtained. When l-proline is employed, the allylic alcohol or ketone is obtained. The oxidation of cyclohexene and valencene has been optimized by design of experiments (DoE) statistical methodology.
Agid:
5788371