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Asymmetric Total Synthesis and Structure Revision of (+)-Mangicol D
Yi Xie1, Yutong Wang1, Zhouyang Zhu1
1Department of Chemistry, University of California-Berkeley, 826 Latimer Hall, Berkeley, California 94720, United States.
None:
Isolated from the marine fungus Fusarium heterosporum, mangicols represent a new class of sesterterpenoids featuring unprecedented spirotetracyclic cores and notable bioactivities. Herein, we report the first asymmetric synthesis of a mangicol sesterterpene exploiting a domino carbopalladation-carbonylation, Conia-ene cyclization, and SmI2-mediated reductive cyclization to establish the spiro-fused tetracyclic framework in a concise manner. Our findings suggest a stereochemical revision of the polyol side chain of the initially isolated mangicols.
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