Allylic Oxidation of Alkenes Catalyzed by a Copper−Aluminum Mixed Oxide
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Author/sGarcía-Cabeza, Ana Leticia; Marín-Barrios, Rubén; Moreno-Dorado, F. Javier; Guerra, Francisco M.; Ortega Aguera, María Jesús; Martínez Massanet, Guillermo
SourceOrganic Letters 2014, 16, 1598−1601
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.