title: Combining Organocatalysis with Central-to-Axial Chirality Conversion: Atroposelective Hantzsch-Type Synthesis of 4-Arylpyridines.
abstract: Suitably substituted enantioenriched 4-aryl-1,4-dihydro-pyridines prepared by an organocatalytic enantioselective Michael addition were oxidized with MnO2 into axially chiral 4-arylpyridines with central-to-axial chirality conversion. Moderate to complete percentages (cp) were observed, and a model for the conversion of chirality is discussed.
authors.affiliation: Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille, France.
authors.forename: Ophélie
authors.initials: O
authors.lastname: Quinonero
authors.affiliation: Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille, France.
authors.forename: Marion
authors.initials: M
authors.lastname: Jean
authors.affiliation: Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille, France.
authors.forename: Nicolas
authors.initials: N
authors.lastname: Vanthuyne
authors.affiliation: Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille, France.
authors.forename: Christian
authors.initials: C
authors.lastname: Roussel
authors.affiliation: Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille, France.
authors.forename: Damien
authors.initials: D
authors.lastname: Bonne
authors.affiliation: Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille, France.
authors.forename: Thierry
authors.initials: T
authors.lastname: Constantieux
authors.affiliation: Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille, France. cyril.bressy@univ-amu.fr.
authors.forename: Cyril
authors.initials: C
authors.lastname: Bressy
authors.affiliation: Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille, France. xavier.bugaut@univ-amu.fr.
authors.forename: Xavier
authors.initials: X
authors.lastname: Bugaut
authors.affiliation: Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille, France. jean.rodriguez@univ-amu.fr.
authors.forename: Jean
authors.initials: J
authors.lastname: Rodriguez
keywords: atropisomers; chiral conversion; enantioselectivity; organocatalysis; pyridines