The Demyanov Ring Expansion. II. Comparison of the Expansion of Five-and Six-Membered Rings1

PAS Smith, DR Baer, SN Ege

Index: Smith et al. Journal of the American Chemical Society, 1954 , vol. 76, p. 4564,4567

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Citation Number: 10

Abstract

The Demyanov rearrangement has been attempted with cyclopentylcarbinylamine, 1-(1- phenylcyclopenty1)-ethylarnine, cyclopentylphenylcarbinylamine, 1-cyclopentyl, 1- cyclohexyl-and l-(4-methylcyclohexyl)-ethylamine. The composition of the alcohols produced was examined by infrared spectroscopy. Ring expansion was complete in only one case, and only occurred to a detectable extent when such expansion could be ...