Catalytic reductive dehydration of tertiary amides to enamines under hydrosilylation conditions

Org Lett. 2014 Feb 7;16(3):680-3. doi: 10.1021/ol403302g. Epub 2014 Jan 22.

Abstract

Tertiary amides are efficiently reduced to their corresponding enamines under hydrosilylation conditions, using a transition-metal-free catalytic protocol based on t-BuOK (5 mol %) and (MeO)3SiH or (EtO)3SiH as the reducing agent. The enamines were formed with high selectivity in good-to-excellent yields.