title: Enantioselective organocatalytic aza-ene-type domino reaction leading to 1,4-dihydropyridines.
abstract: A new general methodology was developed to access highly enantiomerically enriched 1,4-dihydropyridines (DHPs) 3 via an organocatalytic asymmetric aza-ene-type cascade reaction, cocatalyzed by (S)-diarylprolinol-TMS ether V and benzoic acid (BA). Both aliphatic and aryl enals 1 reacted smoothly with enaminones and β-enamino esters 2, affording highly functionalized 1,4-DHPs 3 in high enantioselectivities and good yields.
authors.affiliation: Department of Chemistry, Tallinn University of Technology, Akadeemia tee 15, 12618 Tallinn, Estonia.
authors.forename: Artur
authors.initials: A
authors.lastname: Noole
authors.forename: Maria
authors.initials: M
authors.lastname: Borissova
authors.forename: Margus
authors.initials: M
authors.lastname: Lopp
authors.forename: Tõnis
authors.initials: T
authors.lastname: Kanger
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry*; D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D004095:Dihydropyridines / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000447:Aldehydes; D000475:Alkenes; D001372:Aza Compounds; D004095:Dihydropyridines; C038806:1,4-dihydropyridine