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Selective Approaches to α‐ and β‐Arylated Vinyl Ethers

We developed simple and efficient protocols for palladium‐catalyzed regioselective α‐ and β‐arylations of structurally diverse vinyl ethers. Both catalytic methods proceed under relatively mild reactions conditions applying to a broad substrate range including more complex compounds providing arylat...

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Autores principales: Domzalska‐Pieczykolan, Anna, Funes‐Ardoiz, Ignacio, Furman, Bartłomiej, Bolm, Carsten
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9299197/
https://www.ncbi.nlm.nih.gov/pubmed/34758166
http://dx.doi.org/10.1002/anie.202109801
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author Domzalska‐Pieczykolan, Anna
Funes‐Ardoiz, Ignacio
Furman, Bartłomiej
Bolm, Carsten
author_facet Domzalska‐Pieczykolan, Anna
Funes‐Ardoiz, Ignacio
Furman, Bartłomiej
Bolm, Carsten
author_sort Domzalska‐Pieczykolan, Anna
collection PubMed
description We developed simple and efficient protocols for palladium‐catalyzed regioselective α‐ and β‐arylations of structurally diverse vinyl ethers. Both catalytic methods proceed under relatively mild reactions conditions applying to a broad substrate range including more complex compounds providing arylated glucal or isochromene. Lacking the common requirement of a large reagent excess, the transformations are highly economic and limiting the waste production. Results from computational studies (DFT) provided insight into the key factors determining the pronounced regioselectivities of the investigated reactions.
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spelling pubmed-92991972022-07-21 Selective Approaches to α‐ and β‐Arylated Vinyl Ethers Domzalska‐Pieczykolan, Anna Funes‐Ardoiz, Ignacio Furman, Bartłomiej Bolm, Carsten Angew Chem Int Ed Engl Research Articles We developed simple and efficient protocols for palladium‐catalyzed regioselective α‐ and β‐arylations of structurally diverse vinyl ethers. Both catalytic methods proceed under relatively mild reactions conditions applying to a broad substrate range including more complex compounds providing arylated glucal or isochromene. Lacking the common requirement of a large reagent excess, the transformations are highly economic and limiting the waste production. Results from computational studies (DFT) provided insight into the key factors determining the pronounced regioselectivities of the investigated reactions. John Wiley and Sons Inc. 2021-11-23 2022-01-03 /pmc/articles/PMC9299197/ /pubmed/34758166 http://dx.doi.org/10.1002/anie.202109801 Text en © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Articles
Domzalska‐Pieczykolan, Anna
Funes‐Ardoiz, Ignacio
Furman, Bartłomiej
Bolm, Carsten
Selective Approaches to α‐ and β‐Arylated Vinyl Ethers
title Selective Approaches to α‐ and β‐Arylated Vinyl Ethers
title_full Selective Approaches to α‐ and β‐Arylated Vinyl Ethers
title_fullStr Selective Approaches to α‐ and β‐Arylated Vinyl Ethers
title_full_unstemmed Selective Approaches to α‐ and β‐Arylated Vinyl Ethers
title_short Selective Approaches to α‐ and β‐Arylated Vinyl Ethers
title_sort selective approaches to α‐ and β‐arylated vinyl ethers
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9299197/
https://www.ncbi.nlm.nih.gov/pubmed/34758166
http://dx.doi.org/10.1002/anie.202109801
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