Total Synthesis of (±)-Waihoensene

Abstract

The first total synthesis of waihoensene, a tetracyclic diterpene containing an angular triquinane and a six-membered ring, with four contiguous quaternary carbon atoms, was achieved through the tandem cycloaddition reaction of an allenyl diazo substrate containing a six-membered ring via trimethylenemethane (TMM) diyl intermediate.

Keywords: natural products; tandem cycloaddition reaction; total synthesis; trimethylenemethane diyl; waihoensene.