High chemoselectivity in the phenol synthesis
Efforts to trap early intermediates of the gold-catalyzed phenol synthesis failed. Neither inter- nor intramolecularly offered vinyl groups, ketones or alcohols were able to intercept the gold carbenoid species. This indicates that the competing steps of the gold-catalyzed phenol synthesis are much...
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| Main Authors: | , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
10 Jun 2011
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| In: |
Beilstein journal of organic chemistry
Year: 2011, Volume: 7, Pages: 794-801 |
| ISSN: | 1860-5397 |
| DOI: | 10.3762/bjoc.7.90 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.3762/bjoc.7.90 Verlag, lizenzpflichtig, Volltext: https://www.beilstein-journals.org/bjoc/articles/7/90 
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| Author Notes: | Matthias Rudolph, Melissa Q. McCreery, Wolfgang Frey and A. Stephen K. Hashmi |
| Summary: | Efforts to trap early intermediates of the gold-catalyzed phenol synthesis failed. Neither inter- nor intramolecularly offered vinyl groups, ketones or alcohols were able to intercept the gold carbenoid species. This indicates that the competing steps of the gold-catalyzed phenol synthesis are much faster than the steps of the interception reaction. In the latter the barrier of activation is higher. At the same time this explains the high tolerance of this very efficient and general reaction towards functional groups. |
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| Item Description: | Gesehen am 21.09.2022 |
| Physical Description: | Online Resource |
| ISSN: | 1860-5397 |
| DOI: | 10.3762/bjoc.7.90 |