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Hu, Xin-Hu; Hu, Xiang-Ping
Organic letters, 12/2019, Volume: 21, Issue: 24Journal Article
A highly diastereo- and enantioselective Ir-catalyzed hydrogenation of unfunctionalized 2,3-disubstituted quinolines, especially 3-alkyl-2-arylquinolines, has been realized. The success of this hydrogenation is ascribed to the use of a structurally fine-tuned chiral phosphine–phosphoramidite ligand with a (S a )-3,3′-dimethyl H8-naphthyl moiety and (R c )-1-phenylethylamine backbone. The hydrogenation displayed broad functional group tolerance, thus furnishing a wide range of optically active 2,3-disubstituted tetrahydroquinolines in up to 96% ee and with perfect cis-diastereoselectivity.
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