42. Oxidation of Allylic and Benzylic Alcohols to Aldehydes and Carboxylic Acids
D. Könning, T. Olbrisch, F. D. Sypaseuth, C. C. Tzschucke, M. Christmann
An oxidation of allylic and benzylic alcohols to the corresponding carboxylic acids is effected by merging a Cu-catalyzed oxidation using O2 as terminal oxidant with a subsequent chlorite oxidation (Lindgren oxidation). The protocol was optimized to obtain pure products without chromatography or crystallization. Interception at the aldehyde stage allowed for a Z/E-isomerization, thus rendering the oxidation stereoconvergent with respect to the configuration of the starting material.