Synthetic study toward the diterpenoid aberrarone

Beilstein J Org Chem. 2022 Nov 30:18:1625-1628. doi: 10.3762/bjoc.18.173. eCollection 2022.

Abstract

An approach to aberrarone, an antimalarial diterpenoid natural product with tetracyclic skeleton is reported. Key to the stereoselective preparation of the 6-5-5 tricyclic skeleton includes the mediation of Nagata reagent for constructing the C1 all-carbon quaternary centers and gold-catalyzed cyclopentenone synthesis through C-H insertion.

Keywords: C–H insertion; Pauson–Khand; aberrarone; gold; total synthesis.

Grants and funding

We are grateful for financial support from Natural Science Foundation of China (Grant No. 21901211).