Chemistry letters

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

RSC Kumar, GV Reddy, KS Babu, JM Rao

Index: Kumar, R. Sateesh Chandra; Reddy, G. Venkateswar; Babu, K. Suresh; Rao, J. Madhusudana Chemistry Letters, 2009 , vol. 38, # 6 p. 564 - 565

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Citation Number: 11

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.