Tetrahedron

Henry–Nef reaction: a practical and versatile chiral pool route to 2-substituted pyrrolidine and piperidine alkaloids

C Bhat, SG Tilve

Index: Bhat, Chinmay; Tilve, Santosh G. Tetrahedron, 2013 , vol. 69, # 30 p. 6129 - 6143

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Citation Number: 10

Abstract

The paper describes the synergistic protocol developed by combinatorial Henry and Nef reaction for the synthesis of 2-substituted pyrrolidine and piperidine alkaloids containing 1, 3- aminoketone and 1, 3-amino alcohol units. The utility of the protocol is demonstrated by asymmetric synthesis of 12 natural products of which asymmetric synthesis of (−)-N- methylpelletierine is presented for the first time. The one-carbon homologation described ...