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Combining Organocatalysis with Central‐to‐Axial Chirality Conversion: Atroposelective Hantzsch‐Type Synthesis of 4‐Arylpyridines
Authors:Ophélie Quinonero  Marion Jean  Dr Nicolas Vanthuyne  Prof?Dr Christian Roussel  Dr Damien Bonne  Prof?Dr Thierry Constantieux  ProfDr Cyril Bressy  Dr Xavier Bugaut  Prof?Dr Jean Rodriguez
Affiliation:Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, Marseille, France
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.
Keywords:atropisomers  chiral conversion  enantioselectivity  organocatalysis  pyridines
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