Synthesis of New Optically Active Propargylic Fluorides andApplication to the Enantioselective Synthesis of MonofluorinatedAnalogues of Fatty Acid Metabolites
A new approach to obtain optically active unsaturated or polyunsaturated systems with a singlefluorine atom in an allylic or propargylic position is reported. Central to this strategy is the highregio- and stereocontrol observed during the fluorination of propargylic alcohols allowing a shortand efficient synthesis of 1. Further, simple functional group transformations gave the enals 2and 3. These three key intermediates were used for the preparation of optically active monofluorinated analogues of fatty acid metabolites.