Multivariate optimization of the Kharasch–Sosnovsky allylic oxidation of olefins |
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Authors: | Rubén Marín-Barrios Francisco M Guerra Ana Leticia García-Cabeza F Javier Moreno-Dorado Guillermo M Massanet |
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Institution: | Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, Pol. Río San Pedro s/n, 11510 Puerto Real, Cádiz, Spain |
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Abstract: | The multivariate optimization method known as simplex is applied to the Kharasch–Sosnovsky 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. |
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