Selective Hydroboration-Oxidation of Terminal Alkenes under Flow Conditions

被引:8
作者
Elsherbini, Mohamed [1 ]
Huynh, Florence [1 ]
Dunbabin, Alice [1 ]
Allemann, Rudolf K. [1 ]
Wirth, Thomas [1 ]
机构
[1] Cardiff Univ, Sch Chem, Main Bldg,Pk Pl, Cardiff CF10 3AT, Wales
基金
英国生物技术与生命科学研究理事会;
关键词
alcohols; alkenes; flow chemistry; hydroboration; oxidation; BORANE;
D O I
10.1002/chem.202001650
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:11423 / 11425
页数:3
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