Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz , 11510 Puerto Real, Cádiz, Spain.
Org Lett. 2014 Mar 21;16(6):1598-601. doi: 10.1021/ol500198c. Epub 2014 Mar 5.
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.
本文提出了一种以铜铝混合氧化物为催化剂的环烯烃烯丙基氧化策略。该反应涉及烯烃与羧酸的反应,采用叔丁基过氧化氢作为氧化剂。在所有情况下,均得到相应的烯丙基酯。当使用 L-脯氨酸时,则得到烯丙基醇或酮。通过实验设计(DoE)统计方法对环己烯和葑烯的氧化进行了优化。