Structures of the. gamma.-lactones from the acid-catalyzed cyclization of exo-and endo-2-methylnorbornene-2-carboxylic acid

RM Moriarty, CC Chien, TB Adams

Index: Moriarty,R.M. et al. Journal of Organic Chemistry, 1979 , vol. 44, p. 2206 - 2210

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Citation Number: 11

Abstract

The structures of the two isomeric y-lactones resulting from acid-catalyzed dehydration of 2- exo-and 2-endo-met hylnorbornene-2-carboxylic acids have been proven by chemical degradation to 2, 2-dimethylnorbornane and 7,;-dimethylnorbornane. The mechanism of formation of the lactones is discussed, and the implications of these results for related systems are presented.