A Study of the Thermal Cyclization of 1, 7-Alkadienes and Monocyclic Dienes1

WD Huntsman, PC Lang, NL Madison…

Index: Huntsman,W.D. et al. Journal of Organic Chemistry, 1962 , vol. 27, p. 1983 - 1988

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Citation Number: 10

Abstract

&Methyl-1, 7-nonadiene fails to cyclize at 440, but does cyclize to an appreciable extent at 490'giving l-methyl-2-isopropenylcyclohexane. The carbomethoxy group facilitates thermal cyclization as shown by the fact that methyl 5, 9-dimethyl-2, Mecadienoate (X) cyclizes rapidly at 400'. The products are three diaetereomeric methyl 8-p-menthene-3-acetates (XI), the major one of which is believed to be the most stable diastereomer, XII. Monocyclic ...