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Amberg, Willi M.; Carreira, Erick M.
Journal of the American Chemical Society, 08/2022, Letnik: 144, Številka: 34Journal Article
We disclose the first total synthesis of (+)-aberrarone, a diterpenoid natural product featuring a 5–5–5–6-fused tetracyclic skeleton. Key to the approach is a Au-catalyzed–Sn-mediated Meyer–Schuster–Nazarov–cyclopropanation–aldol cascade, which closes four rings in high yield. The convergent approach furnishes the natural product (+)-aberrarone stereoselectively in 15 steps. We highlight the benefits of using a Sn-alkoxide to considerably expand the opportunities of Au-catalysis for the synthesis of complex molecules.
