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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
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https://hal.archives-ouvertes.fr/hal-01477241
Contributor : Frédérique Depierre <>
Submitted on : Monday, February 27, 2017 - 11:20:06 AM
Last modification on : Wednesday, July 8, 2020 - 12:43:57 PM

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Emmanuel Pfund, Thierry Lequeux, David Gueyrard. Synthesis of Fluorinated and Trifluoromethyl-Substituted Alkenes through the Modified Julia Olefination: An Update. SYNTHESIS, Georg Thieme Verlag, 2015, 47 (11), pp.1534-1546. ⟨10.1055/s-0034-1380548⟩. ⟨hal-01477241⟩

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