title: Enantioselective iridium-catalyzed allylic amination of ammonia and convenient ammonia surrogates.
abstract: Iridium-catalyzed, asymmetric allylation of ammonia as a nucleophile occurs with stereoselectivity to form a symmetric diallylamine, and related allylation of the inexpensive ammonia equivalent potassium trifluoroacetamide or the highly reactive ammonia equivalent lithium di-tert-butyliminodicarboxylate forms a range of conveniently protected, primary, alpha-branched allylic amines in high yields, high branched-to-linear regioselectivities, and high enantiomeric excess. The reactions of ammonia equivalents were conducted with a catalyst generated from a phosphoramidite containing a single stereochemical element.
authors.affiliation: Department of Chemistry, University of Illinois, 600 South Matthews Avenue, Urbana, Illinois 61801, USA.
authors.forename: Mark J
authors.initials: MJ
authors.lastname: Pouy
authors.forename: Andreas
authors.initials: A
authors.lastname: Leitner
authors.forename: Daniel J
authors.initials: DJ
authors.lastname: Weix
authors.forename: Satoshi
authors.initials: S
authors.lastname: Ueno
authors.forename: John F
authors.initials: JF
authors.lastname: Hartwig