Asymmetric hydrogenation of quinolines with recyclable and air-stable iridium catalyst systems
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作者:
Chan, Sau Hing
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Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R ChinaHong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R China
Chan, Sau Hing
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Lam, Kim Hung
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Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R ChinaHong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R China
Lam, Kim Hung
[1
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Li, Yue-Ming
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Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R ChinaHong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R China
Li, Yue-Ming
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Xu, Lijin
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Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R ChinaHong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R China
Xu, Lijin
[1
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Tang, Weijun
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Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R ChinaHong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R China
Tang, Weijun
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Lam, Fuk Loi
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Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R ChinaHong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R China
Lam, Fuk Loi
[1
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Lo, Wai Hung
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Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R ChinaHong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R China
Lo, Wai Hung
[1
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Yu, Wing Yiu
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Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R ChinaHong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R China
Yu, Wing Yiu
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Fan, Qinghua
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Chinese Acad Sci, Inst Chem, Beijing 100080, Peoples R ChinaHong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R China
Fan, Qinghua
[2
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Chan, Albert S. C.
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Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R ChinaHong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R China
Chan, Albert S. C.
[1
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机构:
[1] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R China
[2] Chinese Acad Sci, Inst Chem, Beijing 100080, Peoples R China
The iridium complex-catalyzed asymmetric hydrogenation of quinolines in a DMPEG/hexane biphasic system was studied. Catalysts with C-2-symmetric ligands such as Xyl-P-Phos, Cl-MeO-BIPHEP, SYNPHOS, and DiluorPhos are highly effective for this type of reaction. Most of the catalysts tested can be retained in DMPEG (M-n = 500), and the asymmetric hydrogenation of various quinoline substrates can be carried out in DMPEG/hexane biphasic system with up to 92% ee. The catalysts and the products can be separated via simple phase separation, and the reactivity/stereoselectivity of the catalysts can be retained for at least three reaction cycles. (c) 2007 Elsevier Ltd. All rights reserved.