Methods for the stereoselective synthesis of 2-fluoroalkenoates: carbonyl condensation reactions of 3,3-bis(methylthio)-2-fluoropropenal, a highly-functionalized fluoroacrylate cation equivalent

A reagent 3,3-bis(methylthio)-2-fluoropropenyl is used to formulate a novel technique for the synthesis of 2-fluoroacrylates. Fluoroacetonitrile is used to condense carbon disulfide for the synthesis of the highly-functionalized aldehyde. The nitrile is attenuated after this condensation. Organometallic reagents and enolates are nucleophilically incorporated into the aldehydes to produce allylic alcohol derivatives. (Z)-2-fluoroacrylate thioesters can be formed under acidic surroundings by changing the pattern of the products. Usual fluorinated Horner-Wadsworth-Emmons or Reformatsky reagents can also yield various fluoroacrylates.