title: Enamine-iminium ion Nazarov cyclization of alpha-ketoenones.
abstract: The mono-triflate salts of some chiral nonracemic 1,2-diamines react with alpha-ketoenones in a stoichiometric reaction to form products of the Nazarov cyclization in high enantiomeric ratios. The mechanism appears to involve rearrangement of an enamine-iminium ion.
authors.affiliation: Department of Chemistry, 2545 The Mall, University of Hawaii, Honolulu, Hawaii 96822, USA.
authors.forename: William F
authors.initials: WF
authors.lastname: Bow
authors.forename: Ashok K
authors.initials: AK
authors.lastname: Basak
authors.forename: Anais
authors.initials: A
authors.lastname: Jolit
authors.forename: David A
authors.initials: DA
authors.lastname: Vicic
authors.forename: Marcus A
authors.initials: MA
authors.lastname: Tius
mesh_terms: D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D007097:Imines / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007097:Imines; D007659:Ketones