2,4-Dimethylmethano-2,4-didehydroamantane and its reactivity in relation to the unsubstituted analogue

Article abstract of DOI:10.1016/S0040-4039(00)74297-3

2,4-Dimethylmethano-2,4-didehydroadamantane (1) has been prepared and the gem-dimethyl substituent effects of propellane 1 in relation to its unsubstituted analogue 2 were studied. The reactivity of 1 is considerably greater than that of 2 due to the higher nucleophilicity of its central bond. However, 1 is thermally more stable than 2.