Synthesis of new chiral 2-functionalized-1,2,3,4-tetrahydroquinoline derivatives via asymmetric hydrogenation of substituted quinolines

The asymmetric hydrogenation of a series of quinolines substituted by a variety of functionalized groups linked to the C2 carbon atom is providing access to optically enriched 2-functionalized 1,2,3,4-tetrahydroquinolines in the presence of in situ generated catalysts from [Ir(cod)Cl]2, a bisphosphi...

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Bibliographic Details
Published in:Tetrahedron 2013-11, Vol.69 (44), p.9322-9328
Main Authors: Maj, Anna M., Suisse, Isabelle, Hardouin, Christophe, Agbossou-Niedercorn, Francine
Format: Article
Language:English
Subjects:
Asymmetric hydrogenation
Asymmetry
Carbon
Catalysis
Derivatives
Heterocycles
Hydrogenation
Iridium
Organic compounds
Quinolines
Synthesis
Tetrahedrons
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Summary:The asymmetric hydrogenation of a series of quinolines substituted by a variety of functionalized groups linked to the C2 carbon atom is providing access to optically enriched 2-functionalized 1,2,3,4-tetrahydroquinolines in the presence of in situ generated catalysts from [Ir(cod)Cl]2, a bisphosphine, and iodine. The enantioselectivity levels were as high as 96% ee. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2013.07.090