The 4-protoadamantyl → 2-adamantyl rearrangement; chirality of the 2-adamantyl cation
Abstract
Homochiral exo- and endo-[4-2H]-4-protoadamantyl substrates have been found to rearrange with the formation of enantiomerically pure [1-2H]-2-adamantanol; the data indicate that bridged and open 2-adamantyl cations interconvert slowly, in contrast to analogous 4-protoadamantyl cations.