SYNTHESIS OF HETEROCYCLES - CONSTRUCTION OF THE 1-AZABICYCLO[2.2.1]HEPTYL SYSTEM BY SEQUENTIAL RING-CLOSURE OF ACYCLIC BETA-AMMONIO SUBSTITUTED RADICALS

摘要

Treatment of an irradiated solution of 1-methyl-1-(2-propynyl)-1-bis(2-phenylselenylethyl)ammonium iodide in tert-amyl alcohol with tributyltin hydride is found to be an effective procedure for the synthesis of 1,4-dimethyl-1-azoniabicyclo-[2.2.1]heptane iodide, Attachment of a trimethylsilyl or phenyl substituent to the terminal carbon of the triple bond in the alkynyl salt leads to bridgehead-substituted bicyclic heterocyclic salts. Copyright (C) 1996 Elsevier Science Ltd [References: 5]