Domino enyne metathesis en route to skeletally diverse, privileged scaffolds: synthesis of the tricyclic core of pseudolaric acid F

Abstract

We herein report a novel domino enyne metathesis (ring-opening ring-closing metathesis) strategy for the synthesis of [n–7] fused carbocycles. A set of skeletally diverse, privileged scaffolds were efficiently constructed through this method. The utility of the resulting [5–7] bicyclic diene products was demonstrated by the smooth elaboration of diverse ring systems, including highly functionalized, fused and spirocyclic skeletons. Furthermore, a concise synthesis of the tricyclic core of diterpene pseudolaric acid F was achieved based on the current methodology.