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Pauson–Khand reaction of fluorinated compounds
The Pauson–Khand reaction (PKR) is one of the key methods for the construction of cyclopentenone derivatives, which can in turn undergo diverse chemical transformations to yield more complex biologically active molecules. Despite the increasing availability of fluorinated building blocks and methodo...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7372243/ https://www.ncbi.nlm.nih.gov/pubmed/32733610 http://dx.doi.org/10.3762/bjoc.16.138 |
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author | Escorihuela, Jorge Sedgwick, Daniel M Llobat, Alberto Medio-Simón, Mercedes Barrio, Pablo Fustero, Santos |
author_facet | Escorihuela, Jorge Sedgwick, Daniel M Llobat, Alberto Medio-Simón, Mercedes Barrio, Pablo Fustero, Santos |
author_sort | Escorihuela, Jorge |
collection | PubMed |
description | The Pauson–Khand reaction (PKR) is one of the key methods for the construction of cyclopentenone derivatives, which can in turn undergo diverse chemical transformations to yield more complex biologically active molecules. Despite the increasing availability of fluorinated building blocks and methodologies to incorporate fluorine in compounds with biological interest, there have been few significant advances focused on the fluoro-Pauson–Khand reaction, both in the inter- and intramolecular versions. Furthermore, the use of vinyl fluorides as olefinic counterparts had been completely overlooked. In this review, we collect the advances both on the stoichiometric and catalytic intermolecular and intramolecular fluoro-Pauson–Khand reaction, with special attention to the PKR of enynes containing a fluoride moiety. |
format | Online Article Text |
id | pubmed-7372243 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-73722432020-07-29 Pauson–Khand reaction of fluorinated compounds Escorihuela, Jorge Sedgwick, Daniel M Llobat, Alberto Medio-Simón, Mercedes Barrio, Pablo Fustero, Santos Beilstein J Org Chem Review The Pauson–Khand reaction (PKR) is one of the key methods for the construction of cyclopentenone derivatives, which can in turn undergo diverse chemical transformations to yield more complex biologically active molecules. Despite the increasing availability of fluorinated building blocks and methodologies to incorporate fluorine in compounds with biological interest, there have been few significant advances focused on the fluoro-Pauson–Khand reaction, both in the inter- and intramolecular versions. Furthermore, the use of vinyl fluorides as olefinic counterparts had been completely overlooked. In this review, we collect the advances both on the stoichiometric and catalytic intermolecular and intramolecular fluoro-Pauson–Khand reaction, with special attention to the PKR of enynes containing a fluoride moiety. Beilstein-Institut 2020-07-14 /pmc/articles/PMC7372243/ /pubmed/32733610 http://dx.doi.org/10.3762/bjoc.16.138 Text en Copyright © 2020, Escorihuela et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Review Escorihuela, Jorge Sedgwick, Daniel M Llobat, Alberto Medio-Simón, Mercedes Barrio, Pablo Fustero, Santos Pauson–Khand reaction of fluorinated compounds |
title | Pauson–Khand reaction of fluorinated compounds |
title_full | Pauson–Khand reaction of fluorinated compounds |
title_fullStr | Pauson–Khand reaction of fluorinated compounds |
title_full_unstemmed | Pauson–Khand reaction of fluorinated compounds |
title_short | Pauson–Khand reaction of fluorinated compounds |
title_sort | pauson–khand reaction of fluorinated compounds |
topic | Review |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7372243/ https://www.ncbi.nlm.nih.gov/pubmed/32733610 http://dx.doi.org/10.3762/bjoc.16.138 |
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