Tandem Spirocyclopropanation/Rearrangement Reaction of Vinyl p‑Quinone Methides with Sulfonium Salts: Synthesis of Spirocyclopentenyl p‑Dienones
A novel base-mediated tandem spirocyclopropanation/rearrangement reaction of vinyl p-quinone methides (p-VQMs) with sulfonium salts is described. The unprecedented reactivity of p-VQMs was explored for the first time in the spiroannulation cascade, providing a stereoselective approach to the constru...
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| Veröffentlicht in: | Organic letters 2017-04, Vol.19 (7), p.1752-1755 |
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| Hauptverfasser: | , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | A novel base-mediated tandem spirocyclopropanation/rearrangement reaction of vinyl p-quinone methides (p-VQMs) with sulfonium salts is described. The unprecedented reactivity of p-VQMs was explored for the first time in the spiroannulation cascade, providing a stereoselective approach to the construction of synthetically interesting, densely functionalized spirocyclopentenyl p-dienones. |
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| ISSN: | 1523-7060 1523-7052 |
| DOI: | 10.1021/acs.orglett.7b00516 |