Multivariate optimization of the KharascheSosnovsky allylic oxidation of olefins
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Author/sMarín-Barrios, Rubén; Guerra, Francisco M.; García-Cabeza, Ana Leticia; Moreno-Dorado, F. Javier; Martínez Massanet, Guillermo
SourceTetrahedron 68 (2012) 1105e1108
The multivariate optimization method known as simplex is applied to the KharascheSosnovsky allylic oxidation of double bonds. By applying this method, the amounts of three variables (copper source, oxidant, and additive) are optimized at the same time. Under the conditions thus obtained the reaction takes place in a considerable shorter time, being the alkene the limiting reagent. These conditions are applied to some monoterpenes and sesquiterpenes leading regioselectively to the corresponding benzoate esters, opening a route to the employment of this reaction in the synthesis of more complex molecules.