Asymmetric Total Synthesis and Structure Revision of (+)-Mangicol D

(+)-芒果醇D的不对称全合成及结构修正

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Abstract

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 SmI(2)-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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