title: Chemoselective Reduction of Tertiary Amides to Amines Catalyzed by Triphenylborane.
abstract: Triphenylborane (BPh3) was found to catalyze the reduction of tertiary amides with hydrosilanes to give amines under mild condition with high chemoselectivity in the presence of ketones, esters, and imines. N,N-Dimethylacrylamide was reduced to provide the α-silyl amide. Preliminary studies indicate that the hydrosilylation catalyzed by BPh3may be mechanistically different from that catalyzed by the more electrophilic B(C6F5)3.
authors.affiliation: Institut für Anorganische Chemie, RWTH Aachen University, Landoltweg 1, 52056, Aachen, Germany.
authors.forename: Debabrata
authors.initials: D
authors.lastname: Mukherjee
authors.affiliation: Graduate School of Engineering Science, Osaka University, Toyonaka, Osaka, 560-8531, Japan.
authors.forename: Satoru
authors.initials: S
authors.lastname: Shirase
authors.affiliation: Graduate School of Engineering Science, Osaka University, Toyonaka, Osaka, 560-8531, Japan.
authors.forename: Kazushi
authors.initials: K
authors.lastname: Mashima
authors.affiliation: Institut für Anorganische Chemie, RWTH Aachen University, Landoltweg 1, 52056, Aachen, Germany. jun.okuda@ac.rwth-aachen.de.
authors.forename: Jun
authors.identifier: 0000-0002-1636-5464
authors.initials: J
authors.lastname: Okuda
keywords: amide reduction; chemoselectivity; hydrosilylation; triphenylborane