title: B(C6F5)3-catalyzed hydrogenation of oxime ethers without cleavage of the N-O bond.
abstract: The hydrogenation of oximes and oxime ethers is usually hampered by N-O bond cleavage, hence affording amines rather than hydroxylamines. The boron Lewis acid B(C6F5)3 is found to catalyze the chemoselective hydrogenation of oxime ethers at elevated or even room temperature under 100 bar dihydrogen pressure. The use of the triisopropylsilyl group as a protecting group allows for facile liberation of the free hydroxylamines.
authors.affiliation: Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623 Berlin (Germany) http://www.organometallics.tu-berlin.de.
authors.forename: Jens
authors.initials: J
authors.lastname: Mohr
authors.forename: Martin
authors.initials: M
authors.lastname: Oestreich
keywords: Lewis acids; boron; homogeneous catalysis; hydrogenation; reduction