Rearrangements of pinane derivatives. Part VII. Reactions of ‘high energy’ 6,6-dimethylnorpinan-2-yl cations

Abstract

The 6,6-dimethylnorpinan-2-yl cation has been generated (a) as a solvated ion, or (b) in close proximity to a water molecule, or (c) a counterion and the products of its decomposition have been determined in each case. The reactions have been compared with the deamination of 2α-amino-6,6-dimethylnorpinane; the results suggest that the latter reaction involves a high energy classical ion associated with a counterion.