Selective Hydroboration-Oxidation of Terminal Alkenes under Flow Conditions.

Mohamed ElsherbiniFlorence HuynhAlice DunbabinRudolf K AllemannThomas Wirth

Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2020)

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.

Keyphrases

hydrogen peroxide
climate change
visible light
electron transfer
highly efficient
drug induced
metal organic framework
adverse drug