Fine-tuning the structures of chiral diamine ligands in the catalytic asymmetric aldol reactions of trifluoromethyl aromatic ketones with linear aliphatic ketones.
In this work, we thoroughly investigated the effect of structural differentiation of a series of N,N-disubstituted chiral diamine ligands on the catalytic asymmetric aldol reactions between trifluoromethyl ketones and linear aliphatic ketones for the construction of chiral trifluoromethyl tertiary alcohols. A highly efficient primary-tertiary diamine ligand derived from (1R,2R)-1,2-diphenylethylenediamine was developed, which catalyzed the reactions with up to 99% yield and up to 94% enantioselectivity in the presence of p-toluenesulfonic acid (TsOH) using toluene as solvent.
The Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, the State Key Lab of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences , Fuzhou, Fujian 350002, China.
Hua
H
Zong
Huayin
H
Huang
Guangling
G
Bian
Ling
L
Song