"Sequential Birch Reduction-Allylation and Cope Rearrangement of O-Anis" by William Paul Malachowski and Marisha Banerji
 

Document Type

Article

Version

Postprint

Publication Title

Tetrahedron Letters

Volume

45

Publication Date

2004

Abstract

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.

DOI

10.1016/j.tetlet.2004.09.025

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