Unveiling the role of boroxines in metal-free carbon–carbon homologations using diazo compounds and boronic acids

By means of computational and experimental mechanistic studies the fundamental role of boroxines in the reaction between diazo compounds and boronic acids was elucidated. Consequently, a selective metal-free carbon–carbon homologation of aryl and vinyl boroxines using TMSCHN(2), giving access to TMS...

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Autores principales: Bomio, Claudio, Kabeshov, Mikhail A., Lit, Arthur R., Lau, Shing-Hing, Ehlert, Janna, Battilocchio, Claudio, Ley, Steven V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5859889/
https://www.ncbi.nlm.nih.gov/pubmed/29619197
http://dx.doi.org/10.1039/c7sc02264f
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author Bomio, Claudio
Kabeshov, Mikhail A.
Lit, Arthur R.
Lau, Shing-Hing
Ehlert, Janna
Battilocchio, Claudio
Ley, Steven V.
author_facet Bomio, Claudio
Kabeshov, Mikhail A.
Lit, Arthur R.
Lau, Shing-Hing
Ehlert, Janna
Battilocchio, Claudio
Ley, Steven V.
author_sort Bomio, Claudio
collection PubMed
description By means of computational and experimental mechanistic studies the fundamental role of boroxines in the reaction between diazo compounds and boronic acids was elucidated. Consequently, a selective metal-free carbon–carbon homologation of aryl and vinyl boroxines using TMSCHN(2), giving access to TMS-pinacol boronic ester products, was developed.
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spelling pubmed-58598892018-04-04 Unveiling the role of boroxines in metal-free carbon–carbon homologations using diazo compounds and boronic acids Bomio, Claudio Kabeshov, Mikhail A. Lit, Arthur R. Lau, Shing-Hing Ehlert, Janna Battilocchio, Claudio Ley, Steven V. Chem Sci Chemistry By means of computational and experimental mechanistic studies the fundamental role of boroxines in the reaction between diazo compounds and boronic acids was elucidated. Consequently, a selective metal-free carbon–carbon homologation of aryl and vinyl boroxines using TMSCHN(2), giving access to TMS-pinacol boronic ester products, was developed. Royal Society of Chemistry 2017-09-01 2017-06-15 /pmc/articles/PMC5859889/ /pubmed/29619197 http://dx.doi.org/10.1039/c7sc02264f Text en This journal is © The Royal Society of Chemistry 2017 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Bomio, Claudio
Kabeshov, Mikhail A.
Lit, Arthur R.
Lau, Shing-Hing
Ehlert, Janna
Battilocchio, Claudio
Ley, Steven V.
Unveiling the role of boroxines in metal-free carbon–carbon homologations using diazo compounds and boronic acids
title Unveiling the role of boroxines in metal-free carbon–carbon homologations using diazo compounds and boronic acids
title_full Unveiling the role of boroxines in metal-free carbon–carbon homologations using diazo compounds and boronic acids
title_fullStr Unveiling the role of boroxines in metal-free carbon–carbon homologations using diazo compounds and boronic acids
title_full_unstemmed Unveiling the role of boroxines in metal-free carbon–carbon homologations using diazo compounds and boronic acids
title_short Unveiling the role of boroxines in metal-free carbon–carbon homologations using diazo compounds and boronic acids
title_sort unveiling the role of boroxines in metal-free carbon–carbon homologations using diazo compounds and boronic acids
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5859889/
https://www.ncbi.nlm.nih.gov/pubmed/29619197
http://dx.doi.org/10.1039/c7sc02264f
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