Enantioselective Total\nSynthesis of (+)-Aberrarone

Abstract

We disclose the first total synthesis of (+)-aberrarone,\na diterpenoid\nnatural product featuring a 5–5–5–6-fused tetracyclic\nskeleton. Key to the approach is a Au-catalyzed–Sn-mediated\nMeyer–Schuster–Nazarov–cyclopropanation–aldol\ncascade, which closes four rings in high yield. The convergent approach\nfurnishes the natural product (+)-aberrarone stereoselectively in\n15 steps. We highlight the benefits of using a Sn-alkoxide to considerably\nexpand the opportunities of Au-catalysis for the synthesis of complex\nmolecules.