Merging Electrosynthesis and Bifunctional Squaramide Catalysis in the Asymmetric Detrifluoroacetylative Alkylation Reactions
Xihao Chang, Jiayin Zhang, Qinglin Zhang, Chang Guo
Abstract
An enantioselective bifunctional squaramide-catalyzed detrifluoroacetylative alkylation reaction has been developed under electrochemical conditions. The unified strategy based on this key tandem methodology has been divergently explored for the asymmetric synthesis of fluorine-containing target molecules with good stereocontrol (up to 95 % ee). Furthermore, this asymmetric catalytic reaction combines the benefits of electrosynthesis and organocatalysis for the preparation of biologically relevant products containing C-F tertiary stereogenic centers.
Topics & Concepts
SquaramideElectrosynthesisBifunctionalAlkylationChemistryEnantioselective synthesisCatalysisOrganocatalysisCombinatorial chemistryOrganic chemistryElectrochemistryElectrodePhysical chemistryFluorine in Organic ChemistryRadical Photochemical ReactionsIonic liquids properties and applications