Sequential Birch reduction-allylation and Cope rearrangement of o-anisic acid derivatives

TETRAHEDRON LETTERS

卷:45

Article

Malachowski, WP ; Banerji, M

关键词: Cope rearrangement;    [3,3]-Sigmatropic rearrangement;    Birch reduction-allylation;    quaternary carbon synthesis;   

DOI  :  10.1016/j.tetlet.2004.09.025

来源: Elsevier

【 摘 要 】

A new method for the construction of quaternary centers on cycloalkane rings is reported. The Cope rearrangement of 4-methyl-2-allyl-2-(N-pyrrolidinyl)-carboxaniide-3-cyclohexenone yields 4-methyl-4-allyl-2-(N-pyrrolidinyl)-carboxamide-2-cyclohexenone in high yield. The rearrangement substrates are easily generated from Birch reduction-allylation of o-anisic acid derivatives. (C) 2004 Elsevier Ltd. All rights reserved.

【 授权许可】

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