Georg Thieme Verlag Acta Medica Okayama 0936-5214 30 15 2019 Dipeptide-Derived Chiral Tri- or Diammonium Salt-Catalyzed Enantioselective 1,3-Dipolar Cycloaddition Reaction of Nitrones with a- (Acyloxy)acroleins 1835 1839 EN Chihiro Kidou Graduate School of Natural Science and Technology, Okayama University Haruki Mizoguchi  Graduate School of Natural Science and Technology, Okayama University Tatsuo Nehira Graduate School of Integrated Sciences for Life, Hiroshima University Akira Sakakura Graduate School of Natural Science and Technology, Okayama University Organoammonium salts of dipeptide-derived chiral tri-amines or diamines with TfOH catalyzed the enantioselective 1,3-dipolar cycloaddition reactions of alpha-acyloxyacroleins with nitrones to give the corresponding adducts in good yields (up to 96%) and with high diastereo- and enantioselectivities (up to 89% ee). Although alpha-(p-methoxybenzoyloxy)acrolein is rather unstable under the reaction conditions, alpha-(3-pyrroline-1-carbonyloxy)acrolein is stable enough to be smoothly converted into the corresponding adducts with the aid of the chiral organoammonium salt catalysts. No potential conflict of interest relevant to this article was reported.