Pyridine radicals in synthesis: A formal total synthesis of (±)-oxerine

Abstract

The cyclisation of pyridine radicals derived from 3-bromo-4-substituted pyridines carrying both alkene and alkyne groups in the 4-substituent to give is described. The cyclopentanol[c]pyridine skeleton formed by cyclisation is found in many monoterpene alkaloids and a short synthesis of a late intermediate in the previous synthesis of (±)-oxerine is presented.