An Efficient Stereoselective Synthesis of (E)-β-Fluoroalkenyliodonium Salts

Received: The date will be inserted once the manuscript is accepted. Abstract: Stereoselective synthesis of (E)-β-fluoroalkenyliodonium salts was performed by the treatment of alk-1-ynes with p-iodotoluene difluoride in the presence of HBF4-Et2O. The reaction immediately completed at-78 °C to give the fluoroalkenyliodonium salts in good yields with high stereoselec-tivity. The Pd-catalyzed carbomethoxylation of the fluoroal-kenyliodonium salt was also carried out to obtain an (E)-β-fluoro-α,β-unsaturated ester. Key words: iodonium salt, fluoroalkene, p-iodotoluene difluoride, stereoselective synthesis, fluorination reaction Fluorine-containing organic compounds are widely used in medicinal and agricultural chemicals, since the fluori-nated analogue of a biologically active compound often shows greater bioactivity than the original compound.