On demand: A highly enantio- and diastereoselective synthesis of 6-amino- trisubstituted tetrahydropyridine compounds has been developed through the inverse-electron-demand aza-Diels-Alder reaction of N-aryl α,β-unsaturated ketimines with enecarbamates (E)-1. Chiral phosphoric acid catalysts achieve simultaneous activation of both the 1-azadiene and dienophile partners.
Keywords: cycloaddition; dienes; heterocycles; organocatalysis; synthetic methods.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.