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Kuwano R, Ikeda R, Hirasada K. Catalytic asymmetric hydrogenation of quinoline carbocycles: unusual chemoselectivity in the hydrogenation of quinolines. Chem Commun (Camb). 2015;51(35):7558-61doi: 10.1039/c5cc01971k.
Kuwano, R., Ikeda, R., & Hirasada, K. (2015). Catalytic asymmetric hydrogenation of quinoline carbocycles: unusual chemoselectivity in the hydrogenation of quinolines. Chemical communications (Cambridge, England), 51(35), 7558-61. https://doi.org/10.1039/c5cc01971k
Kuwano, Ryoichi, et al. "Catalytic asymmetric hydrogenation of quinoline carbocycles: unusual chemoselectivity in the hydrogenation of quinolines." Chemical communications (Cambridge, England) vol. 51,35 (2015): 7558-61. doi: https://doi.org/10.1039/c5cc01971k
Kuwano R, Ikeda R, Hirasada K. Catalytic asymmetric hydrogenation of quinoline carbocycles: unusual chemoselectivity in the hydrogenation of quinolines. Chem Commun (Camb). 2015 May 01;51(35):7558-61. doi: 10.1039/c5cc01971k. PMID: 25847758.
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Chem Commun (Camb). 2015 May 01;51(35):7558-61. doi: 10.1039/c5cc01971k.

Catalytic asymmetric hydrogenation of quinoline carbocycles: unusual chemoselectivity in the hydrogenation of quinolines.

Chemical communications (Cambridge, England)

Ryoichi Kuwano, Ryuhei Ikeda, Kazuki Hirasada

Affiliations

  1. Department of Chemistry, Graduate School of Sciences, and International Research Center for Molecular Systems (IRCMS), Kyushu University, 6-10-1 Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan. [email protected].

PMID: 25847758 DOI: 10.1039/c5cc01971k

Abstract

The reduction of quinolines selectively took place on their carbocyclic rings to give 5,6,7,8-tetrahydroquinolines, when the hydrogenation was conducted in the presence of a Ru(η(3)-methallyl)2(cod)-PhTRAP catalyst. The chiral ruthenium catalyst converted 8-substituted quinolines into chiral 5,6,7,8-tetrahydroquinolines with up to 91 : 9 er.

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