The rearrangement of limonene and carvomenthene epoxides

RL Settine, GL Parks, GLK Hunter

Index: Settine,R.L. et al. Journal of Organic Chemistry, 1964 , vol. 29, p. 616 - 618

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Citation Number: 45

Abstract

The monocyclic terpene oxides, limonene oxide, and carvomenthene oxide have been reported previously to yield a variety of six-membered ring products by reaction with alumina or Lewis acid catalysts. It has been found that limonene oxide in the presence of zinc bromide rearranges with ring contraction to 1-methyl-3-isopro-penylcyclopentyl-1- carboxaldehyde and methyl (3-isopropenylcyclopentyl) ketone and isomerizes to ...