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Concise gram-scale synthesis of Euphorikanin A skeleton through a domino ring-closing metathesis strategy

作者:Linlin Shi, Yingdong He, Jianxian Gong, Zhen Yang · 发表于:Chemical Communications · 年份:2019 · DOI:10.1039/c9cc08830j · 被引用次数:25 · 研究领域:Marine Sponges and Natural Products、Synthetic Organic Chemistry Methods、Bioactive Natural Diterpenoids Research

Euphorikanin A is a diterpenoid possessing a highly congested and unprecedented 5/6/7/3-fused tetracyclic ring skeleton. To access the challenging chemical structure of Euphorikanins, an efficient total synthetic approach is described. The stereoselective synthesis of the core structure of Euphorikanin A has been achieved from a simple dienyne building block, and a domino ring-closing metathesis (RCM) strategy was used for the gram-scale synthesis of the highly strained Euphorikanin A core. This paves the way for the synthesis of structurally diverse Euphorikanins.