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Copper‐Catalyzed Enantioselective Formation of C−CF 3 Centers from β‐CF 3 ‐Substituted Acrylates and Acrylonitriles
- Source :
- Chemistry-A European Journal, Chemistry-A European Journal, Wiley-VCH Verlag, 2019, 25 (67), pp.15262-15266. ⟨10.1002/chem.201904192⟩
- Publication Year :
- 2019
- Publisher :
- Wiley, 2019.
-
Abstract
- International audience; The catalytic asymmetric synthesis of β‐trifluoromethylated esters or nitriles is reported. The use of an in situ formed chiral Cu−H complex allowed the enantioselective reduction of β‐trifluoromethylated acrylates or acrylonitriles. The reaction proceeds smoothly affording the corresponding enantioenriched products in good to excellent yields and outstanding enantioselectivities (up to 98 % ee). The mechanism of the reaction was studied, and a plausible reaction pathway was suggested accordingly. Finally, the versatility of the products was highlighted through functional group manipulations.
- Subjects :
- 010405 organic chemistry
Chemistry
Organic Chemistry
Enantioselective synthesis
hydrides
asymmetric catalysis
chemistry.chemical_element
reduction
General Chemistry
trifluoromethyl group
010402 general chemistry
01 natural sciences
Combinatorial chemistry
Copper
Catalysis
0104 chemical sciences
chemistry.chemical_compound
copper
Functional group
Copper catalyzed
[CHIM]Chemical Sciences
Subjects
Details
- ISSN :
- 15213765 and 09476539
- Volume :
- 25
- Database :
- OpenAIRE
- Journal :
- Chemistry – A European Journal
- Accession number :
- edsair.doi.dedup.....401652e4f75117ca5e2b3f62fdf6b2ec