Abstract
Previously the authors have reported that the cyclization reaction of 1-(substitutedallyl)-2-benzyl-3, 4-dimethyl-1, 2, 5, 6-tetrahydro-pyridines with Lewis acid gives the novel type benzazocines which have potent analgesic activity. By examining in more details the novel cyclization reaction, it was found that this reaction was one of the available methods for the synthesis of varous 1-azabicyclo [3, 3, 1] non-6-enes. Some of them had analgesic activity in acetic acid Writhing test. Moreover, catalytic hydrogenation of the 1-azabicyclo [3, 3, 1] non-6-enes afforded the corresponding 1-azabicyclo [3, 3, 1] nonanes which are useful as agricultural chemicals and as additives or additive precursors for hydrocarbon compositions ranging from gasoline fractions through middle distillate fuels and lubricating oils.
