title: Catalytic enantioselective aza-Henry reaction with broad substrate scope.
abstract: In situ generated azomethines from readily available precursors react with nitromethane in the presence of 120 mol % of CsOH.H2O and 12 mol % of quinine- and cinchonidine-derived quaternary ammonium chlorides to provide the corresponding aza-Henry adducts in good yields and very high selectivities. It represents the first general enantioselective aza-Henry method for azomethines derived from enolizable aldehydes, giving rise to enantiomeric excesses above 94%. In addition, the reactions with nitroethane afforded high diastereo- and enantioselectivities (syn:anti up to 95:5; up to 98% ee for syn).
authors.affiliation: Departamento de Química Orgánica I, Facultad de Química, Universidad del País Vasco, Apdo. 1072, 20080 San Sebastián, Spain. qoppanic@sc.ehu.es
authors.forename: Claudio
authors.initials: C
authors.lastname: Palomo
authors.forename: Mikel
authors.initials: M
authors.lastname: Oiarbide
authors.forename: Antonio
authors.initials: A
authors.lastname: Laso
authors.forename: Rosa
authors.initials: R
authors.lastname: López