A simple synthetic route to 4-methylcamphor: mechanistic aspects

JA Clase, DLF Li, L Lo, T Money

Index: Clase, J. Andrew; Li, Diana L. F.; Lo, Linda; Money, Thomas Canadian Journal of Chemistry, 1990 , vol. 68, # 10 p. 1829 - 1836

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Citation Number: 8

Abstract

A mechanism proposed for the rearrangement of (+)-2-methylenebornane (8) to a mixture of (+)-4-methylisobornyl acetate (5) and its enantiomer (ent-5) is supported by evidence obtained by investigating the rearrangement of deuterated 2-methylenebornane. Key words: 4-methylcamphor, Wagner-Meerwein rearrangement, 6, 2-hydride shift, 9-bromo-4- bromomethylcamphor.