A Palladium-Catalyzed Three-Component-Coupling Strategy for the Differential Vicinal Diarylation of Terminal 1,3-Dienes

[Image: see text] A palladium-catalyzed intermolecular vicinal diarylation of terminal 1,3-dienes using aryldiazonium tetrafluoroborates and arylboronic acids is reported. Using this technology, two different arenes are regioselectively introduced in a vicinal fashion across the terminal alkene of a...

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Autores principales: Stokes, Benjamin J., Liao, Longyan, de Andrade, Aline Mendes, Wang, Qiaofeng, Sigman, Matthew S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4156257/
https://www.ncbi.nlm.nih.gov/pubmed/25162125
http://dx.doi.org/10.1021/ol502279u
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author Stokes, Benjamin J.
Liao, Longyan
de Andrade, Aline Mendes
Wang, Qiaofeng
Sigman, Matthew S.
author_facet Stokes, Benjamin J.
Liao, Longyan
de Andrade, Aline Mendes
Wang, Qiaofeng
Sigman, Matthew S.
author_sort Stokes, Benjamin J.
collection PubMed
description [Image: see text] A palladium-catalyzed intermolecular vicinal diarylation of terminal 1,3-dienes using aryldiazonium tetrafluoroborates and arylboronic acids is reported. Using this technology, two different arenes are regioselectively introduced in a vicinal fashion across the terminal alkene of a variety of terminal 1,3-dienes at ambient temperature. Through the action of a chiral bicyclo[2.2.2]octadienyl ligand at −20 °C, good enantioselectivity has also been achieved.
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spelling pubmed-41562572015-08-27 A Palladium-Catalyzed Three-Component-Coupling Strategy for the Differential Vicinal Diarylation of Terminal 1,3-Dienes Stokes, Benjamin J. Liao, Longyan de Andrade, Aline Mendes Wang, Qiaofeng Sigman, Matthew S. Org Lett [Image: see text] A palladium-catalyzed intermolecular vicinal diarylation of terminal 1,3-dienes using aryldiazonium tetrafluoroborates and arylboronic acids is reported. Using this technology, two different arenes are regioselectively introduced in a vicinal fashion across the terminal alkene of a variety of terminal 1,3-dienes at ambient temperature. Through the action of a chiral bicyclo[2.2.2]octadienyl ligand at −20 °C, good enantioselectivity has also been achieved. American Chemical Society 2014-08-27 2014-09-05 /pmc/articles/PMC4156257/ /pubmed/25162125 http://dx.doi.org/10.1021/ol502279u Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Stokes, Benjamin J.
Liao, Longyan
de Andrade, Aline Mendes
Wang, Qiaofeng
Sigman, Matthew S.
A Palladium-Catalyzed Three-Component-Coupling Strategy for the Differential Vicinal Diarylation of Terminal 1,3-Dienes
title A Palladium-Catalyzed Three-Component-Coupling Strategy for the Differential Vicinal Diarylation of Terminal 1,3-Dienes
title_full A Palladium-Catalyzed Three-Component-Coupling Strategy for the Differential Vicinal Diarylation of Terminal 1,3-Dienes
title_fullStr A Palladium-Catalyzed Three-Component-Coupling Strategy for the Differential Vicinal Diarylation of Terminal 1,3-Dienes
title_full_unstemmed A Palladium-Catalyzed Three-Component-Coupling Strategy for the Differential Vicinal Diarylation of Terminal 1,3-Dienes
title_short A Palladium-Catalyzed Three-Component-Coupling Strategy for the Differential Vicinal Diarylation of Terminal 1,3-Dienes
title_sort palladium-catalyzed three-component-coupling strategy for the differential vicinal diarylation of terminal 1,3-dienes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4156257/
https://www.ncbi.nlm.nih.gov/pubmed/25162125
http://dx.doi.org/10.1021/ol502279u
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