scholarly journals Catalytic Asymmetric C–H Arylation of (η6-Arene)Chromium Complexes: Facile Access to Planar-Chiral Phosphines

ACS Catalysis ◽  
2019 ◽  
Vol 9 (6) ◽  
pp. 5268-5278 ◽  
Author(s):  
María Batuecas ◽  
Junfei Luo ◽  
Ivana Gergelitsová ◽  
Katrina Krämer ◽  
Daniel Whitaker ◽  
...  
2018 ◽  
Vol 14 ◽  
pp. 576-582 ◽  
Author(s):  
Kohsuke Aikawa ◽  
Kohei Yabuuchi ◽  
Kota Torii ◽  
Koichi Mikami

The catalytic asymmetric methylation of fluoroalkylated pyruvates is shown with dimethylzinc as a methylating reagent in the presence of a copper catalyst bearing a chiral phosphine ligand. This is the first catalytic asymmetric methylation to synthesize various α-fluoroalkylated tertiary alcohols with CF3, CF2H, CF2Br, and n-C n F2 n +1 (n = 2, 3, 8) groups in good-to-high yields and enantioselectivities. Axial backbones and substituents on phosphorus atoms of chiral phosphine ligands critically influence the enantioselectivity. Moreover, the methylation of simple perfluoroalkylated ketones is found to be facilitated by only chiral phosphines without copper.


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