Gallium(III) Chloride-catalyzed Sakurai Reaction of α-Amido Sulfones with Allyltrimethylsilane: Access to Synthesis of 2,6-Disubstituted Piperidine Alkaloid Derivatives

Abstract

Abstract The Sakurai reaction of N-alkoxycarbonylamino sulfones (α-amido sulfones) with allyltrimethylsilane in the presence of gallium(III) chloride (5 mol %) proceeded smoothly to afford the corresponding protected homoallylamines in high yields (82–96%). As an application of this methodology, two-step synthesis of biologically active natural products, 2,6-disubstituted piperidine alkaloid derivatives was carried out.