TY - JOUR A1 - Fontenelle, Clément Q. A1 - Thierry, Thibault A1 - Laporte, Romain A1 - Pfund, Emmanuel A1 - Lequeux, Thierry T1 - Selective preparation of tetrasubstituted fluoroalkenes by fluorine-directed oxetane ring-opening reactions JF - Beilstein Journal of Organic Chemistry PY - 2020/// VL - 16 SP - 1936 EP - 1946 SN - 1860-5397 DO - 10.3762/bjoc.16.160 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.16.160 KW - acyclonucleotide KW - fluorine KW - monofluoroalkene KW - oxetane KW - selective ring-opening reaction KW - tetrasubstituted alkene N2 - 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. ER -