title: Anti-Markovnikov Hydroamination of Homoallylic Amines.
abstract: The development of an anti-Markovnikov-selective hydroamination of unactivated alkenes is a significant challenge in organometallic chemistry. Herein, we present the rhodium-catalyzed anti-Markovnikov-selective hydroamination of homoallylic amines. The proximal Lewis basic amine serves to promote reactivity and enforce regioselectivity through the formation of the favored metallacycle, thus over-riding the inherent reactivity of the alkene. The scope of both the amine nucleophiles and homoallylic amines that participate in the reaction is demonstrated.
authors.affiliation: Department of Chemistry, University of Illinois at Urbana-Champaign , 600 South Mathews Avenue, Urbana, Illinois 61820, United States.
authors.forename: Seth C
authors.initials: SC
authors.lastname: Ensign
authors.affiliation: Department of Chemistry, University of Illinois at Urbana-Champaign , 600 South Mathews Avenue, Urbana, Illinois 61820, United States.
authors.forename: Evan P
authors.initials: EP
authors.lastname: Vanable
authors.affiliation: Department of Chemistry, University of Illinois at Urbana-Champaign , 600 South Mathews Avenue, Urbana, Illinois 61820, United States.
authors.forename: Gregory D
authors.initials: GD
authors.lastname: Kortman
authors.affiliation: Department of Chemistry, University of Illinois at Urbana-Champaign , 600 South Mathews Avenue, Urbana, Illinois 61820, United States.
authors.forename: Lee J
authors.initials: LJ
authors.lastname: Weir
authors.affiliation: Department of Chemistry, University of Illinois at Urbana-Champaign , 600 South Mathews Avenue, Urbana, Illinois 61820, United States.
authors.forename: Kami L
authors.initials: KL
authors.lastname: Hull