620-82-6Relevant academic research and scientific papers
Copper-catalyzed asymmetric methylation of fluoroalkylated pyruvates with dimethylzinc
Aikawa, Kohsuke,Yabuuchi, Kohei,Torii, Kota,Mikami, Koichi
supporting information, p. 576 - 582 (2018/03/21)
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-CnF2n+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.
Radical Decarboxylative Alkylation onto Heteroaromatic Bases with Trivalent Iodine Compounds
Togo, Hideo,Aoki, Masahiko,Kuramochi, Tadashi,Yokoyama, Masataka
, p. 2417 - 2428 (2007/10/02)
Heteroaromatic bases containing nitrogen atoms were easily alkylated with carboxylic acids in the presence of benzene and pentafluorobenzene via radical pathways.Similarly, the alkylation onto heteroaromatic bases was carried out with oxalic acid monoalkyl esters, which were prepared from alcohols and oxalyl dichloride, in the presence of the same trivalent iodine compounds.Moreover, this system was applied to the synthesis of C-nucleosides with the carboxylic acids bearing a sugar moiety.
Alkylation of Aromatic Heterocycles with Oxalic Acid Monoalkyl Esters in the Presence of Trivalent Iodine Compounds
Togo, Hideo,Aoki, Masahiko,Yokoyama, Masataka
, p. 1691 - 1694 (2007/10/02)
Aromatic heterocycles containing nitrogen atoms were easily alkylated with the half esters of oxalic acid, which were prepared from alcohols, in the presence of benzene via radical decarboxylative pathways.This is the first method for the alkylation of aromatic heterocycles with alcohols via the formation of half esters of oxalic acid.
