Merging Electrosynthesis and Bifunctional Squaramide Catalysis in the Asymmetric Detrifluoroacetylative Alkylation Reactions

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. An efficient asymmetric electrosynthesis was developed with high yields and excellent enantioselectivities. This efficient process is mediated by a bifunctional squaramide catalyst, and it provides an innovative approach to asymmetric synthesis of highly valuable products bearing a fluorine‐containing stereocenter with excellent enantioselectivity (up to 95 % ee).