Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 23, Pages 11768-11773Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo5022103
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- 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
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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.
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