Fluoro-artemisinins:: When a gem-difluoroethylene replaces a carbonyl group
Fluoro-artemisinins:: When a gem-difluoroethylene replaces a carbonyl group
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DOI：
10.1016/j.jfluchem.2005.12.013
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发表时间：
2006-05-01
影响因子：
1.9
通讯作者：
Begue, Jean-Pierre
中科院分区：
文献类型：
--
作者：
Magueur, Guillaume;Crousse, Benoit;Begue, Jean-Pierre
Exo gem-二氟亚甲基-青蒿素(8)被设计用来模拟青蒿素。应用于青蒿素的经典Wittig烯化反应失败。另一种反应是由相应的溴化物6生成α - cf3碳离子，可以得到目标化合物8，也可以在糖系列中举例说明。用二氟乙烯片段取代羰基功能产生了更好的抗疟活性。(C) 2006 Elsevier B.V.版权所有
Exo gem-difluoromethylene-artemisinins (8) has been designed to mimic artemisinin. The classical Wittig olefination reaction applied to artemisinin failed. An alternative reaction involving the generation of an alpha-CF3 carbanion, from the corresponding bromide 6, allowed the access to the target compound 8, and could also be exemplified in sugar series. The replacement of the carbonyl function by a difluoroethylene moiety resulted in a better antimalarial activity. (C) 2006 Elsevier B.V. All rights reserved.