Novel Intramolecular (4 + 1) and (4 + 2) Annulations of Halopolyenes by Cascade Radical Reaction
Free radical reaction of vinyl iodides having dinenoate function in the presence of tributyltin hydride or tris(trimethylsilyl)silane caused a sequential cyclization reaction to produce (4 + 1) and (4 + 2) annulated compounds by means of a cascade radical reaction. Stereogenic centers of the cascade...
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| Veröffentlicht in: | Organic letters 2000-11, Vol.2 (23), p.3579-3581 |
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| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | Free radical reaction of vinyl iodides having dinenoate function in the presence of tributyltin hydride or tris(trimethylsilyl)silane caused a sequential cyclization reaction to produce (4 + 1) and (4 + 2) annulated compounds by means of a cascade radical reaction. Stereogenic centers of the cascade reaction were highly controlled. On the contrary, the cathodic electrolysis of the vinyl iodides afforded monocyclic compounds. |
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| ISSN: | 1523-7060 1523-7052 |
| DOI: | 10.1021/ol0002323 |