NHC catalyzed oxidations of aldehydes to esters: chemoselective acylation of alcohols in presence of amines

J Am Chem Soc. 2010 Feb 3;132(4):1190-1. doi: 10.1021/ja910540j.

Abstract

Not just one but two carbenes of the same structure act cooperatively in oxidative acylations of alcohols with aldehydes by using a readily available cheap organic oxidant. Alcohols are selectively acylated in the presence of amines by cooperative carbene catalysis. Quantum chemical calculations support the suggested mechanism.