Tetrahedron: Asymmetry

A concise enantioselective synthesis of (+)-lentiginosine

TM Shaikh, A Sudalai

Index: Shaikh, Tanveer Mahamadali; Sudalai, Arumugam Tetrahedron Asymmetry, 2009 , vol. 20, # 19 p. 2287 - 2292

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Citation Number: 27

Abstract

A high yielding enantioselective synthesis of the indolizidine alkaloid,(+)-lentiginosine, has been described based on asymmetric aza-Cope rearrangement and the l-proline catalyzed α-aminooxylation of aldehydes. The strategy also makes use of ring-closing metathesis for the construction of piperidine core.

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