Total Synthesis of Cyclic Diterpene Tonantzitlolone Based on a Highly Stereoselective Substrate‐Controlled Aldol Reaction and Ring‐Closing Metathesis

Abstract

The total synthesis of the cyclic diterpene ent-tonantzitlolone (ent-1) is presented. Key steps for assembling the macrocyclic core structure of 1 are a highly selective aldol reaction and an E selective ring-closing metathesis reaction. A detailed investigation of these two steps and the final transformations towards the completion of the synthesis is disclosed.