Selective Hydroboration–Oxidation of Terminal Alkenes under Flow Conditions | Zendy

Elsherbini Mohamed | Zendy; Huynh Florence | Zendy; Dunbabin Alice | Zendy; Allemann Rudolf K. | Zendy; Wirth Thomas | Zendy

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Selective Hydroboration–Oxidation of Terminal Alkenes under Flow Conditions

Author(s) -

Elsherbini Mohamed,

Huynh Florence,

Dunbabin Alice,

Allemann Rudolf K.,

Wirth Thomas

Publication year - 2020

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.202001650

Subject(s) - hydroboration , chemistry , nonane , borane , flow chemistry , organic chemistry , combinatorial chemistry , catalysis

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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