On the gold-catalyzed generation of phenyl cations from 1,5-Diynes

cis-Enediyne systems bearing two non-terminal alkyne functionalities were transformed in the presence of a gold catalyst. A selective 6-endo-dig-cyclization generates mono-aurated phenyl cation intermediates, high energy species that are able to activate even primary sp3-C-H-bonds. Via insertion int...

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Hauptverfasser: Wurm, Thomas (VerfasserIn) , Bucher, Janina (VerfasserIn) , Rudolph, Matthias (VerfasserIn) , Rominger, Frank (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: March 15, 2017
In: Advanced synthesis & catalysis
Year: 2017, Jahrgang: 359, Heft: 10, Pages: 1637-1642
ISSN:1615-4169
DOI:10.1002/adsc.201700231
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1002/adsc.201700231
Verlag, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/adsc.201700231/abstract
Verlag, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/adsc.201700231/epdf
Volltext
Verfasserangaben:Thomas Wurm, Janina Bucher, Matthias Rudolph, Frank Rominger, A. Stephen K. Hashmi
Beschreibung
Zusammenfassung:cis-Enediyne systems bearing two non-terminal alkyne functionalities were transformed in the presence of a gold catalyst. A selective 6-endo-dig-cyclization generates mono-aurated phenyl cation intermediates, high energy species that are able to activate even primary sp3-C-H-bonds. Via insertion into intramolecularly offered, unactivated C-H-bonds, penta-substituted benzene derivatives are obtained as final products. In most cases selective insertions into the γ-sp3-C—H bonds of the offered tethers were observed.
Beschreibung:Gesehen am 28.08.2017
Beschreibung:Online Resource
ISSN:1615-4169
DOI:10.1002/adsc.201700231