An Environmentally Sustainable Synthesis of Enantioenriched CF3-Chromanol, Indanol and Tetralol Derivatives by Rh-Catalyzed Asymmetric Transfer Hydrogenation
被引:7
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作者:
Betancourt, Ricardo Molina
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机构:
PSL Univ, Chim ParisTech, CNRS UMR 8060, 8060 Inst Chem Life & Hlth Sci,CSB2D Team, F-75005 Paris, FrancePSL Univ, Chim ParisTech, CNRS UMR 8060, 8060 Inst Chem Life & Hlth Sci,CSB2D Team, F-75005 Paris, France
Betancourt, Ricardo Molina
[1
]
Bacheley, Lucas
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PSL Univ, Chim ParisTech, CNRS UMR 8060, 8060 Inst Chem Life & Hlth Sci,CSB2D Team, F-75005 Paris, France
SEQENS, ZI Limay Porcheville, F-78440 Porcheville, FrancePSL Univ, Chim ParisTech, CNRS UMR 8060, 8060 Inst Chem Life & Hlth Sci,CSB2D Team, F-75005 Paris, France
Bacheley, Lucas
[1
,2
]
Karapetyan, Anzhela
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机构:
PSL Univ, Chim ParisTech, CNRS UMR 8060, 8060 Inst Chem Life & Hlth Sci,CSB2D Team, F-75005 Paris, FrancePSL Univ, Chim ParisTech, CNRS UMR 8060, 8060 Inst Chem Life & Hlth Sci,CSB2D Team, F-75005 Paris, France
Karapetyan, Anzhela
[1
]
Guillamot, Gerard
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机构:
SEQENS, ZI Limay Porcheville, F-78440 Porcheville, FrancePSL Univ, Chim ParisTech, CNRS UMR 8060, 8060 Inst Chem Life & Hlth Sci,CSB2D Team, F-75005 Paris, France
Guillamot, Gerard
[2
]
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Phansavath, Phannarath
[1
]
Ratovelomanana-Vidal, Virginie
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机构:
PSL Univ, Chim ParisTech, CNRS UMR 8060, 8060 Inst Chem Life & Hlth Sci,CSB2D Team, F-75005 Paris, FrancePSL Univ, Chim ParisTech, CNRS UMR 8060, 8060 Inst Chem Life & Hlth Sci,CSB2D Team, F-75005 Paris, France
Ratovelomanana-Vidal, Virginie
[1
]
机构:
[1] PSL Univ, Chim ParisTech, CNRS UMR 8060, 8060 Inst Chem Life & Hlth Sci,CSB2D Team, F-75005 Paris, France
[2] SEQENS, ZI Limay Porcheville, F-78440 Porcheville, France
asymmetric transfer hydrogenation;
catalysis;
green chemistry;
rhodium;
trifluoromethyl;
KETONES;
ACCESS;
RESOLUTION;
FLUORINE;
COMPLEX;
SCOPE;
D O I:
10.1002/cctc.202200595
中图分类号:
O64 [物理化学(理论化学)、化学物理学];
学科分类号:
070304 ;
081704 ;
摘要:
The Rh(III)-catalyzed asymmetric reduction of alpha-trifluoromethyl ketones through transfer hydrogenation was developed under mild conditions to access a series of enantioenriched cis-trifluoromethyl alcohols via a dynamic kinetic resolution process. The reaction was efficiently performed in the green solvent 2-MeTHF with HCO2H/Et3N (1 : 1) as the hydrogen source. High yields, alongside excellent diastereo- and enantioselectivities were obtained for the synthesis of CF3-chromanol, CF3-indanol and CF3-tetralol derivatives.
机构:
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R ChinaChinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
Zhang, Hui-Li
Hou, Xue-Long
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机构:
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R ChinaChinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
Hou, Xue-Long
Dai, Li-Xin
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机构:
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R ChinaChinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
Dai, Li-Xin
Luo, Zhi-Bin
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机构:
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R ChinaChinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
机构:
Tianjin Univ, Dept Chem, Coll Sci, Tianjin 300072, Peoples R ChinaChinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
Liu, Shasha
Sandoval, Christian A.
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机构:
Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R ChinaChinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China