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Selective preparation of tetrasubstituted fluoroalkenes by fluorine-directed oxetane ring-opening reactions.
Beilstein Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-08-07 , DOI: 10.3762/bjoc.16.160
Clément Q Fontenelle 1 , Thibault Thierry 1 , Romain Laporte 1 , Emmanuel Pfund 1 , Thierry Lequeux 1
Affiliation  

The selective ring-opening reaction of fluoroalkylidene-oxetanes was directed by the presence of the fluorine atom, enabling a two-step access to tetrasubstituted fluoroalkenes with excellent geometry control. Despite its small van der Waals radii electronic, rather than steric influences of the fluorine atom governed the ring-opening reaction with bromide ions, even in the presence of bulky substituents.

中文翻译:

通过氟定向的氧杂环丁烷开环反应选择性制备四取代的氟烯烃。

氟代亚烷基-氧杂环丁烷的选择性开环反应是通过氟原子的存在来进行的,从而使两步接触四取代的氟代烯烃具有极好的几何形状控制。尽管其范德华半径电子较小,即使存在大的取代基,氟原子的空间影响也并非由空间影响,而是由溴离子控制。
更新日期:2020-08-08
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