Catalytic asymmetric hydrogenation of quinoline carbocycles: Unusual chemoselectivity in the hydrogenation of quinolines

Ryoichi Kuwano; Ryuhei Ikeda; Kazuki Hirasada

doi:10.1039/c5cc01971k

Catalytic asymmetric hydrogenation of quinoline carbocycles: Unusual chemoselectivity in the hydrogenation of quinolines

Ryoichi Kuwano, Ryuhei Ikeda, Kazuki Hirasada

Multidisciplinary chemistry

Research output: Contribution to journal › Article › peer-review

48 Citations (Scopus)

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(η³-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.

Original language	English
Pages (from-to)	7558-7561
Number of pages	4
Journal	Chemical Communications
Volume	51
Issue number	35
DOIs	https://doi.org/10.1039/c5cc01971k
Publication status	Published - May 1 2015

All Science Journal Classification (ASJC) codes

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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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(η3-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.",

author = "Ryoichi Kuwano and Ryuhei Ikeda and Kazuki Hirasada",

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T1 - Catalytic asymmetric hydrogenation of quinoline carbocycles

T2 - Unusual chemoselectivity in the hydrogenation of quinolines

AU - Kuwano, Ryoichi

AU - Ikeda, Ryuhei

AU - Hirasada, Kazuki

N1 - Publisher Copyright: © The Royal Society of Chemistry 2015.

PY - 2015/5/1

Y1 - 2015/5/1

N2 - 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(η3-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.

AB - 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(η3-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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JO - Chemical Communications

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ER -

Catalytic asymmetric hydrogenation of quinoline carbocycles: Unusual chemoselectivity in the hydrogenation of quinolines

Abstract

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