Chemists have demonstrated that neutral chalcogen-bond donors can induce asymmetry in chemical reactions, addressing a challenge that has limited the development of chalcogen-bonding catalysis. However, translating these comparatively weak interactions into effective asymmetric catalysis has proved difficult, particularly when using neutral catalyst systems. Most successful examples reported to date have relied on charged catalysts to strengthen substrate binding. When tested experimentally, the catalyst was able to induce asymmetry in benchmark Reissert-type reactions of quinolines and isoquinolines. The best-performing examples reached enantiomeric ratios of up to 89:11, providing evidence that neutral chalcogen-bond donors can transfer chiral information during catalysis.