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Communication | Regular issue | Vol 1, No. 1, 1973, pp.53-57
Published online, 1st January, 1970
DOI: 10.3987/R-1973-01-0053
Influence of the Heterocyclic Base-component on the Reaction of Enamines with Allylic Halides

Pieter Houdewind, Upendra K. Pandit,* Ajay K. Bose, Raymond J. Brambilla, and George L. Trainor

*Organic Chemistry Laboratory, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS Amsterdam, The Netherlands

Abstract

Pyrrolidine, piperidine and morpholine enamines of cyclohexanone (la-c) react with allylic halides to give mixtures of isomeric alkylated products in which the isomer-ratio can be correlated with the chemical shifts ( 1H and 13C) of the β-carbon of the enamines.