Studies on pyrrolizidines and related compounds. Part 8. A new route to perhydroazocines and related compounds using 1,2,3,5,6,7-hexahydropyrrolizinylium perchlorate

A new method for the synthesis of 5-substituted perhydroazocines and related compounds is described. The method consists of the C(7a)–N(4) bond cleavage of quaternary ammonium salts of 7a-substituted hexahydropyrrolizines which are easily prepared from 1,2,3,5,6,7-hexahydropyrrolizinylium perchlorate.