title: Asymmetric aza-Henry reactions from N-p-tolylsulfinylimines.
abstract: [reaction: see text] N-Sulfinylimines derived from aromatic or aliphatic aldehydes and ketones react with nitromethane and NaOH in a highly diastereoselective manner under mild conditions. In the presence of TBAF, the reaction rates are strongly increased and the stereoselectivity is inverted. This method provides enantiomerically pure beta-nitroamines derived from enolizable aldimines and ketimines, which so far are hardly accessible by aza-Henry reactions.
authors.affiliation: Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain. joseluis.garcia.ruano@uam.es
authors.forename: José Luis
authors.initials: JL
authors.lastname: García Ruano
authors.forename: Markus
authors.initials: M
authors.lastname: Topp
authors.forename: Jesús
authors.initials: J
authors.lastname: López-Cantarero
authors.forename: José
authors.initials: J
authors.lastname: Alemán
authors.forename: Modesto J
authors.initials: MJ
authors.lastname: Remuiñán
authors.forename: M Belén
authors.initials: MB
authors.lastname: Cid