On the Effect of Diene Geometry in Intramolecular Allyl Cation Cycloadditions
Attempted intramolecular allyl cation cycloaddition of trienol 2a, which contains a conjugated diene of Z-configuration, affords monocyclic trienes 3a,b, in contrast to related trienols known to produce [5,5]-bicyclic and/or [5,7]-bicyclic products. Cyclopentyl trienes 3a,b are isomeric with multifi...
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| Veröffentlicht in: | Synthetic communications 1995-07, Vol.25 (14), p.2105-2120 |
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| Hauptverfasser: | , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | Attempted intramolecular allyl cation cycloaddition of trienol 2a, which contains a conjugated diene of Z-configuration, affords monocyclic trienes 3a,b, in contrast to related trienols known to produce [5,5]-bicyclic and/or [5,7]-bicyclic products. Cyclopentyl trienes 3a,b are isomeric with multifidene, an algal pheromone. Dimethyl trienol 6 fails to cyclize (under identical conditions), but eliminates to yield tetraene 7. |
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| ISSN: | 0039-7911 1532-2432 |
| DOI: | 10.1080/00397919508015892 |