title: A catalytic tethering strategy: simple aldehydes catalyze intermolecular alkene hydroaminations.
abstract: Herein we describe a catalytic tethering strategy in which simple aldehyde precatalysts enable, through temporary intramolecularity, room-temperature intermolecular hydroamination reactivity and the synthesis of vicinal diamines. The catalyst allows the formation of a mixed aminal from an allylic amine and a hydroxylamine, resulting in a facile intramolecular hydroamination event. The promising enantioselectivities obtained with a chiral aldehyde also highlight the potential of this catalytic tethering approach in asymmetric catalysis and demonstrate that efficient enantioinduction relying only on temporary intramolecularity is possible.
authors.affiliation: Center for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario, Canada K1N 6N5.
authors.forename: Melissa J
authors.initials: MJ
authors.lastname: MacDonald
authors.forename: Derek J
authors.initials: DJ
authors.lastname: Schipper
authors.forename: Peter J
authors.initials: PJ
authors.lastname: Ng
authors.forename: Joseph
authors.initials: J
authors.lastname: Moran
authors.forename: André M
authors.initials: AM
authors.lastname: Beauchemin
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D000586:Amination; D002384:Catalysis
chemical_list: D000447:Aldehydes; D000475:Alkenes