Aza-Mannich Condensation of Sulfinimine Promoted by Tetrabutyl­ammonium Fluoride: Synthesis of α,β-Unsaturated Sulfinimine

Abstract

Self-condensation of tert-butanesulfinimine 5 was realized in the presence of tetrabutylammonium fluoride to afford α,β-unsaturated sulfinimine 8 in moderate to high yields with high geometric selectivities. The synthesized α,β-unsaturated sulfinimine 8 was demonstrated to be a versatile intermediate for the syntheses of enal 4 and chiral allyl amine 11.