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An electrochemically‐driven organocatalytic enantioselective oxidative coupling of tetrahydroisoquinolines and acrylaldehyde was developed. Various chiral C1‐alkenyl tetrahydroisoquinolines derivatives were obtained with 69–86% yields and 93:7–96:4 er. Notable features of this reaction include asymmetric organocatalysis (5.0 mol% β‐ICD as catalyst), electricity as the oxidant, air atmosphere, and...