Total Synthesis of Acoapetaludine A Enabled by a Rhodium-Catalyzed Domino Cyclization
Yu Zhang1, Liyao Wang1, Xiaoguang Lei2
1State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, and Chemical Biology Center,Peking University, 38 Xueyuan Road, Beijing 100191, China.
None:
A rhodium-catalyzed asymmetric domino cyclization was developed, which enables the efficient assembly of highly strained bridged tricyclic scaffolds. Taken together with a deprotection/retro-aldol/intramolecular Mannich reaction cascade and a diastereocontrolled intramolecular Diels-Alder cycloaddition, the first total synthesis of C20-diterpenoid alkaloid acoapetaludine A has been achieved in a concise and practical manner.
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