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.
Publisher's Statement
(C) 2004 Elsevier Ltd. All rights reserved. The publisher's version can be found at http://www.sciencedirect.com/science/article/pii/S0040403904019616.
Citation
Malachowski, William P., and Marisha Banerji. "Sequential Birch Reduction-Allylation and Cope Rearrangement of o-Anisic Acid Derivatives." Tetrahedron Letters 45, no. 44 (2004): 8183-8185.
DOI
10.1016/j.tetlet.2004.09.025