title: One-pot asymmetric synthesis of either diastereomer of tert-butanesulfinyl-protected amines from ketones.
abstract: A one-pot method for the asymmetric synthesis of tert-butanesulfinyl-protected amines is described. Condensation of aryl alkyl and dialkyl ketones with tert-butanesulfinamide followed by in situ reduction with the appropriate reagent provides either diastereomer of the sulfinamide products in good yields and with diastereomeric ratios of up to 99:1.
authors.affiliation: Department of Chemistry, University of California, Berkeley, California 94720, USA.
authors.forename: Jessica
authors.initials: J
authors.lastname: Tanuwidjaja
authors.forename: Hillary M
authors.initials: HM
authors.lastname: Peltier
authors.forename: Jonathan A
authors.initials: JA
authors.lastname: Ellman
mesh_terms: D000586:Amination; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism; D013457:Sulfur Compounds / Q000737:chemistry*
chemical_list: D000588:Amines; D007659:Ketones; D013457:Sulfur Compounds