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Chiral Brønsted Acid-Catalyzed Enantioselective Three-Component Povarov Reaction

2009; American Chemical Society; Volume: 131; Issue: 13 Linguagem: Inglês

10.1021/ja900806q

1943-2984

Hua Liu, Guillaume Dagousset, Géraldine Masson, Pascal Retailleau, Jieping Zhu,

Synthetic Organic Chemistry Methods

The three-component Povarov reaction of aldehydes (2), anilines (3), and benzyl N-vinylcarbamate 4 in the presence of 0.1 equiv of chiral phosphoric acid 5 afforded cis-2,4-disubstituted tetrahydroquinolines (1) in good yields and excellent enantiomeric excesses. The shortest synthesis of torcetrapib reported to date, which features this key three-component reaction, is documented.