title: Organocatalytic multicomponent synthesis of enantioenriched polycyclic 1,2,3,4-tetrahydropyridines: key substrate selection enabling regio- and stereoselectivities.
abstract: We have developed the first multicomponent synthesis of enantioenriched polycyclic 1,2,3,4-tetrahydropyridines bearing three contiguous stereogenic centers under iminium activation. The key to the success of this reaction was the use of polyfunctional substrates including 2-aminophenols and scarcely used β-ketoamides triggering a thermodynamically controlled regio- and diastereoselective sequence.
authors.affiliation: Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille, France. xavier.bugaut@univ-amu.fr thierry.constantieux@univ-amu.fr.
authors.forename: Yohan
authors.initials: Y
authors.lastname: Dudognon
authors.forename: Haiying
authors.initials: H
authors.lastname: Du
authors.forename: Jean
authors.initials: J
authors.lastname: Rodriguez
authors.forename: Xavier
authors.initials: X
authors.lastname: Bugaut
authors.forename: Thierry
authors.initials: T
authors.lastname: Constantieux
mesh_terms: D002384:Catalysis; D003500:Cyclization; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D011725:Pyridines