In practice, however, the reaction involves two independent issues. First, the hydroxyl group itself is not a good leaving group, and the reactivity of the oxygen-containing functional group must therefore be modified before substitution can occur. Second, the nucleophilicity of fluoride is ...
In their study Deoxyfluorination of Hydroxy-Substituted Boronates, published in ACS Organic & Inorganic Au, Melnyk and co-workers reported a deoxyfluorination method for hydroxyalkyl-substituted aryl/alkenyl boronates. This method converts an alcohol hydroxyl group into a C–F bond, namely a ...