Synthesis of Fluorinated and Trifluoromethyl-Substituted Alkenes through the Modified Julia Olefination: An Update

Abstract

The modified Julia olefination is now a powerful tool for the synthesis of a large range of functionalized alkenes. This short review covers the last five years and provides an overview of the synthesis of mono-, difluoro-, and trifluoromethyl-substituted alkenes via the modified Julia olefination focusing on the novel scope of this reaction. 1 Introduction 2 Monofluoroalkenes 2.1 Disubstituted α- and β-Monofluoroalkenes 2.2 Bis(trifluoromethyl)phenyl Sulfones 2.3 Conjugated Monofluoroalkenes 2.4 Intramolecular Julia Olefination 2.5 Smiles Rearrangement from Fluorinated Keto Sulfones 2.6 Fluoroallylamines 2.7 Fluorinated exo-Glycals 2.8 Monofluoroalkenes with an α-Stereocenter at the Allylic Position 3 1,1-Difluoroalkenes 4 Trifluoromethyl-Substituted Alkenes 5 Conclusion