start-ver=1.4 cd-journal=joma no-vol=30 cd-vols= no-issue=15 article-no= start-page=1835 end-page=1839 dt-received= dt-revised= dt-accepted= dt-pub-year=2019 dt-pub=20190917 dt-online= en-article= kn-article= en-subject= kn-subject= en-title=Enantioselective 1,3-Dipolar Cycloaddition Reaction of Nitrones with ƒ¿-(Acyloxy)acroleins Catalyzed by Dipeptide-Derived Chiral Tri- or Diammonium Salts kn-title=Dipeptide-Derived Chiral Tri- or Diammonium Salt-Catalyzed Enantioselective 1,3-Dipolar Cycloaddition Reaction of Nitrones with a- (Acyloxy)acroleins en-subtitle= kn-subtitle= en-abstract= kn-abstract= 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. en-copyright= kn-copyright= en-aut-name=KidouChihiro en-aut-sei=Kidou en-aut-mei=Chihiro kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=Mizoguchi?Haruki en-aut-sei=Mizoguchi? en-aut-mei=Haruki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=NehiraTatsuo en-aut-sei=Nehira en-aut-mei=Tatsuo kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=SakakuraAkira en-aut-sei=Sakakura en-aut-mei=Akira kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= affil-num=1 en-affil=Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Graduate School of Integrated Sciences for Life, Hiroshima University kn-affil= affil-num=4 en-affil=Graduate School of Natural Science and Technology, Okayama University kn-affil= en-keyword=acyloxyacroleins kn-keyword=acyloxyacroleins en-keyword=1,3-dipolar cycloaddition kn-keyword=1,3-dipolar cycloaddition en-keyword=isoxazolidines kn-keyword=isoxazolidines en-keyword=nitrones kn-keyword=nitrones en-keyword=organocatalysis kn-keyword=organocatalysis en-keyword=asymmetric catalysis kn-keyword=asymmetric catalysis END