Springe direkt zu Inhalt

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.

Title
42. Oxidation of Allylic and Benzylic Alcohols to Aldehydes and Carboxylic Acids
Author
D. Könning, T. Olbrisch, F. D. Sypaseuth, C. C. Tzschucke, M. Christmann
Identifier
DOI: 10.1039/C4CC01305K
Citation
Chem. Commun. 2014, 50, 5014–5016.