Lanthanide(III)-catalyzed multi-component aza-Diels–Alder reaction of aliphatic N-arylaldimines with cyclopentadiene

Abstract The Ln(OTf) 3 -catalyzed formal aza-Diels–Alder (or Povarov) reaction of cyclopentadiene with in situ generated N -arylimines containing enolizable protons is described. This three-component Povarov reaction generates highly functionalized C-2 aliphatic substituted tetrahydroquinolines, heterocycles that were previously inaccessible using the Povarov reaction, because of the instability of the intermediate aliphatic N -arylaldimine.

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