B(C6F5)3/Chiral Phosphoric Acid Promoted Asymmetric C-3 gem-Difluoroalkylation of Quinoxalin-2-ones with Difluoroenoxysilanes

The asymmetric Mannich-type reaction of quinoxalin-2-ones with difluoroenoxysilanes has been developed for the synthesis of chiral gem-difluoroalkylated quinoxalin-2-ones. The reaction worked in the presence of chiral phosphoric acid CPA 1 and B(C6F5)3 in THF at room temperature. The reaction exhibited a good substrate scope furnishing the products in good yields (up to 97%) with up to 96% ee.