title: γ-Amino alcohols via organocascade reactions involving dienamine catalysis.
abstract: Whereas cascade reactions catalyzed by secondary amines combine iminium- and/or enamine-catalyzed reactions, we introduce the feasibility of combining these modes of catalysis with dienamine-catalysis as a new general mechanism for cascade reactions. Enantioenriched β-functionalized-γ-amino alcohols were produced from simple achiral enals in one flask by combining dienamine- and iminium-catalyzed intermolecular reactions. Reaction products are precursors of γ-amino acids, γ-lactams, and pyrrolidines; one was employed in a synthesis of γ-amino acid (S)-vigabatrin, the bioactive enantiomer of Sabril.
authors.affiliation: Department of Chemistry, Brooklyn College and the City University of New York, 2900 Bedford Avenue, Brooklyn, New York 11210, United States.
authors.forename: Chandrakumar
authors.initials: C
authors.lastname: Appayee
authors.forename: Americo J
authors.initials: AJ
authors.lastname: Fraboni
authors.forename: Stacey E
authors.initials: SE
authors.lastname: Brenner-Moyer