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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Detalles Bibliográficos
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
Descripción
Sumario: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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