Fontenelle Clément Q, Thierry Thibault, Laporte Romain, Pfund Emmanuel, Lequeux Thierry
Normandie Université, Laboratoire de Chimie Moléculaire et Thioorganique LCMT UMR 6507, ENSICAEN, UNICAEN, CNRS, 6 Bd. du Maréchal Juin, 14050 Caen, France.
Beilstein J Org Chem. 2020 Aug 7;16:1936-1946. doi: 10.3762/bjoc.16.160. eCollection 2020.
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.
氟亚烷基氧杂环丁烷的选择性开环反应受氟原子的影响，能够通过两步反应获得具有优异几何构型控制的四取代氟烯烃。尽管氟原子的范德华半径较小，但即使在存在庞大取代基的情况下，控制开环反应的是氟原子的电子效应而非空间效应。
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