One-pot asymmetric synthesis of either diastereomer of tert-butanesulfinyl-protected amines from ketones.
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.
Tanuwidjaja
Jessica
J
Department of Chemistry, University of California, Berkeley, California 94720, USA.
Peltier
Hillary M
HM
Ellman
Jonathan A
JA
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*
D000588:Amines; D007659:Ketones; D013457:Sulfur Compounds