A NEW TRICYCLOUNDECANE INTERMEDIATE IN AN ADAMANTANE REARRANGEMENT

Abstract
Isolation and characterization of a true intermediate in the adamantane rearrangement was made for the first time in the case of aluminum chloride-catalyzed isoraerization of either tricyclo[5.2.2.02,6]undecane (I) or tetramethylenenorbornane (II) to 1-methyladamantane, the intermediate in either case being tricyclo(5.3.1.03,8]undecane (III) as determined by 13C nmr spectroscopy.