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Brønsted Acid Catalyzed Enantioselective Three-Component Povarov Reaction

Huan Liu, Guillaume Dagousset, Géraldine Masson, P. Retailleau, Jiajia Zhu

Abstract

Significance An enantioselective three-component Povarov reaction of aldehydes, anilines, and an enecarbamate is reported. In the presence of chiral phosphoric acid catalyst 1 , cis -2,4-disubstituted tetrahydroquinolines 4 are obtained in good yields with excellent enantioselectivity. Both aromatic and aliphatic aldehydes as well as anilines with different electronic properties are suitable substrates.

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Available abstract

Key concepts: Enantioselective synthesis, Chemistry, Catalysis, Phosphoric acid, Brønsted–Lowry acid–base theory, Organic chemistry, Component (thermodynamics), Combinatorial chemistry