Construction of the tricyclic core of steenkrotin-type diterpenoids via intramolecular [3 + 2] cycloaddition

Construction of the tricyclic core of steenkrotin-type diterpenoids via intramolecular [3 + 2] cycloaddition

A concise and diastereoselective route to the angularly fused [5-6-7] tricyclic carbon framework of the steenkrotin-type diterpenoids was reported. The key features of the strategy are based on an intramolecular nitrile oxide/alkene [3 + 2] cycloaddition and a regio-selective aldol/dehydration seque...

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Veröffentlicht in:Organic & biomolecular chemistry 2015-02, Vol.13 (6), p.1643-1646
Hauptverfasser: Xuan, Jun, Pan, Saiyong, Zhang, Yuanbao, Ye, Bin, Ding, Hanfeng
Format: Artikel
Sprache:eng
Schlagworte:
Cyclization
Diterpenes - chemical synthesis
Diterpenes - chemistry
Models, Molecular
Molecular Conformation
Stereoisomerism
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Zusammenfassung:A concise and diastereoselective route to the angularly fused [5-6-7] tricyclic carbon framework of the steenkrotin-type diterpenoids was reported. The key features of the strategy are based on an intramolecular nitrile oxide/alkene [3 + 2] cycloaddition and a regio-selective aldol/dehydration sequence.
ISSN:1477-0520
1477-0539
DOI:10.1039/c4ob02439g