Asymmetric Palladium-Catalyzed Directed Intermolecular Fluoroarylation of Styrenes

[Image: see text] A mild catalytic asymmetric direct fluoro-arylation of styrenes has been developed. The palladium-catalyzed three-component coupling of Selectfluor, a styrene and a boronic acid, provides chiral monofluorinated compounds in good yield and in high enantiomeric excess. A mechanism pr...

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Autores principales: Talbot, Eric P. A., Fernandes, Talita de A., McKenna, Jeffrey M., Toste, F. Dean
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3971964/
https://www.ncbi.nlm.nih.gov/pubmed/24617344
http://dx.doi.org/10.1021/ja412881j
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author Talbot, Eric P. A.
Fernandes, Talita de A.
McKenna, Jeffrey M.
Toste, F. Dean
author_facet Talbot, Eric P. A.
Fernandes, Talita de A.
McKenna, Jeffrey M.
Toste, F. Dean
author_sort Talbot, Eric P. A.
collection PubMed
description [Image: see text] A mild catalytic asymmetric direct fluoro-arylation of styrenes has been developed. The palladium-catalyzed three-component coupling of Selectfluor, a styrene and a boronic acid, provides chiral monofluorinated compounds in good yield and in high enantiomeric excess. A mechanism proceeding through a Pd(IV)-fluoride intermediate is proposed for the transformation and synthesis of an sp(3) C–F bond.
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spelling pubmed-39719642015-03-11 Asymmetric Palladium-Catalyzed Directed Intermolecular Fluoroarylation of Styrenes Talbot, Eric P. A. Fernandes, Talita de A. McKenna, Jeffrey M. Toste, F. Dean J Am Chem Soc [Image: see text] A mild catalytic asymmetric direct fluoro-arylation of styrenes has been developed. The palladium-catalyzed three-component coupling of Selectfluor, a styrene and a boronic acid, provides chiral monofluorinated compounds in good yield and in high enantiomeric excess. A mechanism proceeding through a Pd(IV)-fluoride intermediate is proposed for the transformation and synthesis of an sp(3) C–F bond. American Chemical Society 2014-03-11 2014-03-19 /pmc/articles/PMC3971964/ /pubmed/24617344 http://dx.doi.org/10.1021/ja412881j Text en Copyright © 2014 American Chemical Society
spellingShingle Talbot, Eric P. A.
Fernandes, Talita de A.
McKenna, Jeffrey M.
Toste, F. Dean
Asymmetric Palladium-Catalyzed Directed Intermolecular Fluoroarylation of Styrenes
title Asymmetric Palladium-Catalyzed Directed Intermolecular Fluoroarylation of Styrenes
title_full Asymmetric Palladium-Catalyzed Directed Intermolecular Fluoroarylation of Styrenes
title_fullStr Asymmetric Palladium-Catalyzed Directed Intermolecular Fluoroarylation of Styrenes
title_full_unstemmed Asymmetric Palladium-Catalyzed Directed Intermolecular Fluoroarylation of Styrenes
title_short Asymmetric Palladium-Catalyzed Directed Intermolecular Fluoroarylation of Styrenes
title_sort asymmetric palladium-catalyzed directed intermolecular fluoroarylation of styrenes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3971964/
https://www.ncbi.nlm.nih.gov/pubmed/24617344
http://dx.doi.org/10.1021/ja412881j
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