Carbenes, 1-methyl-, 1-chloro-, &methyl-, and 5-chloro-2-adamantylidene, were generated by pyrolysis of dry tosylhydrazone alkali salts. Each of these carbenes yielded both possible products of the intramolecular CH insertion, the corresponding 1-and 3-substituted 2, 4- didehydroadamantanes or 1-and 7-substituted 2, 4-didehydroadamantanes. The product distribution varies considerably depending on the substituent and its position relative to ...
