Functionalization of AB-ring systems: An efficient protocol towards tricyclic lactones

Abstract

There is an increasing effort towards the synthesis of tricyclic lactones due to their inherent biological activity. As part of a program aimed at the synthesis of tricyclic iriodolactones, we reported herein a preliminary and successful funtionalization of Bicyclic adducts derived from cycloaddition of vinyl ketene and later subjected to ring enlargement which could readily undergo
synthetic modifications to these important tricyclic lactones. The protocols reported gave functionalized AB-ring systems in good overall yields. The optimum yield was found to be 80% for the synthesis of functionalized adduct (261)

Keywords: functionalization, bicyclic adducts, AB-ring systems