Total synthesis of (±)-ageline a, a physiologically active constituent of Agelas sponges

Total synthesis of (±)-ageline a, a physiologically active constituent of Agelas sponges

The monocyclic diterpene moiety of ageline A ( 1) was convergently constructed by the palladium-mediated coupling of C 9-terpenic chain as vinyl bromide 10 and C 11-monocyclic segment as alkylzinc compound 16, which was obtained through a stereoselective cyclization and associated transformations. T...

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Veröffentlicht in:Tetrahedron letters 1989, Vol.30 (46), p.6401-6404
Hauptverfasser: Asao, Kazuhiko, Iio, Hideo, Tokoroyama, Takashi
Format: Artikel
Sprache:eng
Schlagworte:
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Exact sciences and technology
Organic chemistry
Preparations and properties
Terpenoids
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Zusammenfassung:The monocyclic diterpene moiety of ageline A ( 1) was convergently constructed by the palladium-mediated coupling of C 9-terpenic chain as vinyl bromide 10 and C 11-monocyclic segment as alkylzinc compound 16, which was obtained through a stereoselective cyclization and associated transformations. The appendage of 9-methyladenine ring to the diterpene unit led to the total synthesis of (+)-ageline A. [Display omitted]
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)93906-1