Dehydroprotoadamantanes. Intramolecular insertion reactions of 4- and 5-protoadamantylidene
Abstract
Pyrolyses of tosylhydrazone sodium salts of 4- and 5-protoadamantanone produced, in addition to protoadamantene, 2,4-dehydroadamantane and 5,7-dehydroprotoadamantane, respectively; the carbene appears to approach with its empty p-orbital towards the nearest C–H bond of suitable geometry to form the product.