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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...

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Autores principales: Escorihuela, Jorge, Sedgwick, Daniel M, Llobat, Alberto, Medio-Simón, Mercedes, Barrio, Pablo, Fustero, Santos
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2020
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.
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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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