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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| Main Authors: | , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
March 15, 2017
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| In: |
Advanced synthesis & catalysis
Year: 2017, Volume: 359, Issue: 10, Pages: 1637-1642 |
| ISSN: | 1615-4169 |
| DOI: | 10.1002/adsc.201700231 |
| Online Access: | 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 
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| Author Notes: | Thomas Wurm, Janina Bucher, Matthias Rudolph, Frank Rominger, A. Stephen K. Hashmi |
| Summary: | 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. |
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| Item Description: | Gesehen am 28.08.2017 |
| Physical Description: | Online Resource |
| ISSN: | 1615-4169 |
| DOI: | 10.1002/adsc.201700231 |