title: Zinc-catalyzed chemoselective reduction of tertiary and secondary amides to amines.
abstract: General and convenient procedures for the catalytic hydrosilylation of secondary and tertiary amides under mild conditions have been developed. In the presence of inexpensive zinc catalysts, tertiary amides are easily reduced by applying monosilanes. Key to success for the reduction of the secondary amides is the use of zinc triflate and disilanes with dual Si-H moieties. The presented hydrosilylations proceed with excellent chemoselectivity in the presence of sensitive ester, nitro, azo, nitrile, olefins, and other functional groups, thus making the method attractive for organic synthesis.
authors.affiliation: Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Strasse 29a, 18059 Rostock, Germany.
authors.forename: Shoubhik
authors.initials: S
authors.lastname: Das
authors.forename: Daniele
authors.initials: D
authors.lastname: Addis
authors.forename: Kathrin
authors.initials: K
authors.lastname: Junge
authors.forename: Matthias
authors.initials: M
authors.lastname: Beller
mesh_terms: D000475:Alkenes / Q000737:chemistry; D000577:Amides / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry; D010084:Oxidation-Reduction; D012821:Silanes / Q000737:chemistry; D015032:Zinc / Q000737:chemistry*
chemical_list: D000475:Alkenes; D000577:Amides; D000588:Amines; D009570:Nitriles; D012821:Silanes; D015032:Zinc