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

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 Euphorika...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2020-01, Vol.56 (4), p.531-534
Hauptverfasser: Shi, Linlin, He, Yingdong, Gong, Jianxian, Yang, Zhen
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Sprache:eng
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Zusammenfassung: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. Euphorikanin A is a diterpenoid possessing a highly congested and unprecedented 5/6/7/3-fused tetracyclic ring skeleton.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc08830j