Oxidation reactions of azines. 3. Synthesis and oxidation of 1,2,3,6-tetrahydro-4-([2.2]-paracyclophan-4-yl)pyridines

Condensation of 2-([2.2]paracyclophan-4-yl)propene with formaldehyde and amines gave 4-paracyclophanyl substituted γ-piperidols which were readily dehydrated to the corresponding tetrahydropyndines. N-Methyl substituted 4-paracyclophanyltetrahydropyridine has been oxidized to the corresponding piperidin-2-one. ©1997 Plenum Publishing Corporation.