Alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride

Here we developed a highly efficient alkene hydroboration protocol, showing that various alkyl boronates can be smoothly obtained in good yields by reacting alkenes with pinacolborane (HBpin) in the presence of 5 mol% lithium diisobutyl-tert-butoxyaluminum hydride. The coordination of aluminate ions...

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Detalles Bibliográficos
Autores principales: Jaladi, Ashok Kumar, Shin, Won Kyu, An, Duk Keun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9070384/
https://www.ncbi.nlm.nih.gov/pubmed/35530999
http://dx.doi.org/10.1039/c9ra04699b
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author Jaladi, Ashok Kumar
Shin, Won Kyu
An, Duk Keun
author_facet Jaladi, Ashok Kumar
Shin, Won Kyu
An, Duk Keun
author_sort Jaladi, Ashok Kumar
collection PubMed
description Here we developed a highly efficient alkene hydroboration protocol, showing that various alkyl boronates can be smoothly obtained in good yields by reacting alkenes with pinacolborane (HBpin) in the presence of 5 mol% lithium diisobutyl-tert-butoxyaluminum hydride. The coordination of aluminate ions with lithium cations allowed for effective hydride transfer during hydroboration, and the obtained boronate ester was further used for C–C coupling, trifluoroboronate salt formation, and oxidation to alcohol.
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spelling pubmed-90703842022-05-05 Alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride Jaladi, Ashok Kumar Shin, Won Kyu An, Duk Keun RSC Adv Chemistry Here we developed a highly efficient alkene hydroboration protocol, showing that various alkyl boronates can be smoothly obtained in good yields by reacting alkenes with pinacolborane (HBpin) in the presence of 5 mol% lithium diisobutyl-tert-butoxyaluminum hydride. The coordination of aluminate ions with lithium cations allowed for effective hydride transfer during hydroboration, and the obtained boronate ester was further used for C–C coupling, trifluoroboronate salt formation, and oxidation to alcohol. The Royal Society of Chemistry 2019-08-23 /pmc/articles/PMC9070384/ /pubmed/35530999 http://dx.doi.org/10.1039/c9ra04699b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Jaladi, Ashok Kumar
Shin, Won Kyu
An, Duk Keun
Alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride
title Alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride
title_full Alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride
title_fullStr Alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride
title_full_unstemmed Alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride
title_short Alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride
title_sort alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9070384/
https://www.ncbi.nlm.nih.gov/pubmed/35530999
http://dx.doi.org/10.1039/c9ra04699b
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AT shinwonkyu alkenehydroborationwithpinacolboranecatalysedbylithiumdiisobutyltertbutoxyaluminumhydride
AT andukkeun alkenehydroborationwithpinacolboranecatalysedbylithiumdiisobutyltertbutoxyaluminumhydride

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