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Synthesis of tetrahydroquinolines

Recent Literature

Consecutive hydroamination/asymmetric transfer hydrogenation under relay catalysis of an achiral gold complex/chiral Brønsted acid binary system allows a direct transformation of 2-(2-propynyl)aniline derivatives into tetrahydroquinolines with high enantiomeric purity.
Z.-Y. Han, H. Xiao, X.-H. Chen, L.-Z. Gong, J. Am. Chem. Soc., 2009, 131, 9182-9183.

A three-component Povarov reaction of aldehydes, anilines, and benzyl N-vinylcarbamate in the presence of 0.1 equiv of a chiral phosphoric acid afforded cis-2,4-disubstituted tetrahydroquinolines in good yields and excellent enantiomeric excesses. This three-component reaction enables a very short synthesis of torcetrapib.
H. Liu, G. Dagousset, G. Masson, P. Retailleau, J. Zhu, J. Am. Chem. Soc., 2008, 131, 4598-4599.

A chiral BINOL-derived phosphoric acid diester catalyzed an inverse electron-demand aza Diels-Alder reaction of aldimine with enol ethers to give tetrahydroquinoline derivatives with excellent enantioselectivity.
T. Akiyama, H. Morita, K. Fuchibe, J. Am. Chem. Soc., 2006, 128, 13070-13071.