Stereo- and regioselective synthesis of (E,E)-δ-fluoro-α,β,γ,δ-unsaturated carbonyl compounds by Heck-type reaction of fluoroalkenyliodonium salts

(E,E)-δ-Fluoro-α,β,γ,δ-unsaturated carbonyl compounds were stereo- and regioselectively obtained by a palladium-catalyzed Heck-type reaction of (E)-2-fluoro-1-iodo-1-alkenyliodonium salts with α,β-unsaturated carbonyl compounds. The stereoselective synthesis of the fluorinated analogue of a biologically active unsaturated fatty acid was also achieved using this reaction.