Total Synthesis of Diterpenoid Quinone Methide Tumor Inhibitor, (+)-Taxodione

J Org Chem. 2024 Feb 2;89(3):1823-1835. doi: 10.1021/acs.joc.3c02541. Epub 2024 Jan 16.

Abstract

An asymmetric polyene cyclization (92% ee) strategy has been successfully applied for the first asymmetric total synthesis of oxidized abietane, anticancer agent, taxodione (1) sharing a trans-decalin system. Additionally, the total syntheses of pomiferin B (2) and gaultheric acid (3) (a nor-abietane) were achieved utilizing this unified approach.