Mechanistic studies on the rearrangement of 1-alkenyl-2-alkynylcyclopropanes: From allylic gold(I) cations to stable carbocations
- Tudela, Eva . 1
- González, Jairo. 1
- Vicente, R. 1
- Santamaría, J. 1
- Rodríguez, M.A. 2
- Ballesteros, A. 1
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1
Universidad de Oviedo
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2
Universidad de La Rioja
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ISSN: 1433-7851
Año de publicación: 2014
Volumen: 53
Número: 45
Páginas: 12097-12100
Tipo: Artículo
beta Ver similares en nube de resultadosOtras publicaciones en: Angewandte Chemie International
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Resumen
An allylic gold(I) cation, proposed as key intermediate in the gold-promoted rearrangement of 1,5-enynes bearing a fixed conformation, has been detected and characterized by NMR spectroscopy. Moreover, its participation in the overall transformation was confirmed. Computational studies indicate that the gold-catalyzed transformation occurs through an uncommon rearrangement. Additionally, this study led us to isolate and characterize a stable homoantiaromatic carbocation.