An Environmentally Sustainable Synthesis of Enantioenriched CF3-Chromanol, Indanol and Tetralol Derivatives by Rh-Catalyzed Asymmetric Transfer Hydrogenation

被引:7
|
作者
Betancourt, Ricardo Molina [1 ]
Bacheley, Lucas [1 ,2 ]
Karapetyan, Anzhela [1 ]
Guillamot, Gerard [2 ]
Phansavath, Phannarath [1 ]
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
关键词
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.
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页数:5
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