The first example of cascade synthesis of alkaloid-like subunit incorporated into crown ethers

Abstract

A new type of template-assisted cyclization was found to occur in the course of nucleophilic reactions on chalcone podands, thus resulting in the formation of rather new complex polycyclic compounds. The structure of 25-methyl- 23,29-diphenyl-8,11,14-trioxa-24-azahexa-cyclo[20.8.0.02,7.015,20.021,26.025,30]triaconta-2,4,6,15(20),16,18,23,28- octaene-27-one was established by means of IR (DRA), 1H and 13C NMR spectroscopy, as well as the X-ray crystallography. Polycyclic crownophane with the core of 2-azabicyclo[2.2.2]oct-2-ene can be regarded as synthetic analogues of Daphniphyllum alkaloids. © ISUCT Publishing.