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.
S. Miyano, N. Mibu, S. Fujii, N. Abe and K. Sumoto, J. Chem. Soc., Perkin Trans. 1, 1985, 2611 DOI: 10.1039/P19850002611
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