Gold-​catalyzed synthesis of 1-​naphthylcarbenoids and their synthetic utilization in cyclopropanation reactions

1-Naphthylcarbenoids are generated via 1,2-acyl migration and subsequent carbene shift from simple, easily available diyne starting materials. These highly reactive species were allowed to react with differently substituted alkenes in both intermolecular and intramolecular fashions. In the intermole...

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Autores principales: Lauterbach, Tobias (Autor) , Ganschow, Michael (Autor) , Hussong, Matthias W. (Autor) , Rudolph, Matthias (Autor) , Rominger, Frank (Autor) , Hashmi, A. Stephen K. (Autor)
Formato: Article (Journal)
Lenguaje:inglés
Publicado: 03 March 2014
In: Advanced synthesis & catalysis
Year: 2014, Volumen: 356, Número: 4, Pages: 680-686
ISSN:1615-4169
DOI:10.1002/adsc.201400104
Acceso en línea:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/adsc.201400104
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201400104
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Notas de Autor:Tobias Lauterbach, Michael Ganschow, Matthias W. Hussong, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi
Descripción
Sumario:1-Naphthylcarbenoids are generated via 1,2-acyl migration and subsequent carbene shift from simple, easily available diyne starting materials. These highly reactive species were allowed to react with differently substituted alkenes in both intermolecular and intramolecular fashions. In the intermolecular cases even a simple 1:1 ratio of the starting materials delivered the corresponding cyclopropylnaphthalenes in high yields by the use of a gold(III) catalyst. The methodology offers a completely new approach to these valuable targets, the new route represents an efficient alternative to common methods that are based on cross-coupling strategies.
Notas:Gesehen am 06.08.2020
Descripción Física:Online Resource
ISSN:1615-4169
DOI:10.1002/adsc.201400104