Monofluoroalkenes have recently attracted synthetic interest mainly due to their effect on the pharmacological properties of bioactive molecules as well as in other fields such as material sciences and organic chemistry. First, we describe an efficient synthesis of cyclic monofluorinated homoallylic amines. The second part will explain a novel application of functionalized allylboronates such as γ-silylallyl pinacolate derivatives in a catalytic enantioselective allylboration process. We have also developed a palladium-catalyzed 1,1-fluoroarylation of deactivated terminal olefins by a three-component coupling of alkenes, arylboronic acids and N-fluorobenzenesulfonimide. The final part of the lecture relies on the synthesis of enantiomerically pure fluorinated benzo-fused derivatives, starting from α-trifluoromethylstyrene derivatives. This strategy provides a facile access to various trifluoromethylated carbocyclic and heterocyclic ring systems in good yield.