Selective Hydroboration–Oxidation of Terminal Alkenes under Flow Conditions

An efficient flow process for the selective hydroboration and oxidation of different alkenes using 9‐borabicyclo(3.3.1)nonane (9‐BBN) allows facile conversion in high productivity (1.4 g h(−1)) of amorpha‐4,11‐diene to the corresponding alcohol, which is an advanced intermediate in the synthesis of...

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Autores principales: Elsherbini, Mohamed, Huynh, Florence, Dunbabin, Alice, Allemann, Rudolf K., Wirth, Thomas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7540268/
https://www.ncbi.nlm.nih.gov/pubmed/32329919
http://dx.doi.org/10.1002/chem.202001650
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author Elsherbini, Mohamed
Huynh, Florence
Dunbabin, Alice
Allemann, Rudolf K.
Wirth, Thomas
author_facet Elsherbini, Mohamed
Huynh, Florence
Dunbabin, Alice
Allemann, Rudolf K.
Wirth, Thomas
author_sort Elsherbini, Mohamed
collection PubMed
description An efficient flow process for the selective hydroboration and oxidation of different alkenes using 9‐borabicyclo(3.3.1)nonane (9‐BBN) allows facile conversion in high productivity (1.4 g h(−1)) of amorpha‐4,11‐diene to the corresponding alcohol, which is an advanced intermediate in the synthesis of the antimalarial drug artemisinin. The in situ reaction of borane and 1,5‐cyclooctadiene using a simple flow generator proved to be a cost efficient solution for the generation of 9‐BBN.
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spelling pubmed-75402682020-10-09 Selective Hydroboration–Oxidation of Terminal Alkenes under Flow Conditions Elsherbini, Mohamed Huynh, Florence Dunbabin, Alice Allemann, Rudolf K. Wirth, Thomas Chemistry Communications An efficient flow process for the selective hydroboration and oxidation of different alkenes using 9‐borabicyclo(3.3.1)nonane (9‐BBN) allows facile conversion in high productivity (1.4 g h(−1)) of amorpha‐4,11‐diene to the corresponding alcohol, which is an advanced intermediate in the synthesis of the antimalarial drug artemisinin. The in situ reaction of borane and 1,5‐cyclooctadiene using a simple flow generator proved to be a cost efficient solution for the generation of 9‐BBN. John Wiley and Sons Inc. 2020-08-06 2020-09-04 /pmc/articles/PMC7540268/ /pubmed/32329919 http://dx.doi.org/10.1002/chem.202001650 Text en © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Elsherbini, Mohamed
Huynh, Florence
Dunbabin, Alice
Allemann, Rudolf K.
Wirth, Thomas
Selective Hydroboration–Oxidation of Terminal Alkenes under Flow Conditions
title Selective Hydroboration–Oxidation of Terminal Alkenes under Flow Conditions
title_full Selective Hydroboration–Oxidation of Terminal Alkenes under Flow Conditions
title_fullStr Selective Hydroboration–Oxidation of Terminal Alkenes under Flow Conditions
title_full_unstemmed Selective Hydroboration–Oxidation of Terminal Alkenes under Flow Conditions
title_short Selective Hydroboration–Oxidation of Terminal Alkenes under Flow Conditions
title_sort selective hydroboration–oxidation of terminal alkenes under flow conditions
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7540268/
https://www.ncbi.nlm.nih.gov/pubmed/32329919
http://dx.doi.org/10.1002/chem.202001650
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