Bredt's rule. Part 6. The synthesis of 5-phenyl-1-azabicyclo[3.3.1 ]nonan-2-one,a bridgehead amide
Abstract
6-Oxo-3-phenylpiperidine-3-propanoic acid, prepared from dimethyl 4-cyano-4-phenylheptanedioate, has been reduced selectively to the corresponding amine and then cyclised thermally or via its acid chloride to 5-phenyl-1-azabicyclo[3.3.1]nonan-2-one.