title: Stereocontrolled Synthesis of Amino-Substituted Carbocycles by Pd-Catalyzed Alkene Carboamination Reactions.
abstract: Amino-substituted alkylidenecyclopentanes were synthesized through a stereoselective intermolecular Pd-catalyzed alkene carboamination reaction between alkenyl triflates bearing a pendant alkene and exogenous amine nucleophiles. The reactions are effective with a range of different substrate combinations, and proceed with generally high diastereoselectivity. Use of (S)-tBuPhox as the ligand in reactions of achiral substrates provides enantioenriched products with up to 98.5:1.5 e.r.
authors.affiliation: Department of Chemistry, University of Michigan, 930 N. University Ave., Ann Arbor, MI, 48109-1055, USA.
authors.forename: Derick R
authors.initials: DR
authors.lastname: White
authors.affiliation: Department of Chemistry, University of Michigan, 930 N. University Ave., Ann Arbor, MI, 48109-1055, USA.
authors.forename: John P
authors.identifier: http://orcid.org/0000-0002-7538-6273
authors.initials: JP
authors.lastname: Wolfe
keywords: asymmetric catalysis; carbocycles; enantioselective synthesis; palladium; stereoselective synthesis