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Synfacts 2009(6): 0681-0681  
DOI: 10.1055/s-0029-1216765
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Brønsted Acid Catalyzed Enantioselective Three-Component Povarov Reaction

Contributor(s): Benjamin List, Ilija Čorić
H. Liu, G. Dagousset, G. Masson*, P. Retailleau, J. Zhu*
Institut de Chimie des Substances Naturelles, Gif-sur-Yvette, France
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Publikationsdatum:
25. Mai 2009 (online)

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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.