Catalytic Asymmetric Reduction of α-Trifluoromethylated Imines with Catecholborane by BINOL-Derived Boro-phosphates
Hualing He, Xiaoxue Tang, Yang Cao and Jon C. Antilla*
*Institute for Molecular Design and Synthesis, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, People’s Republic of China,
Email: jantilla
tju.edu.cn
H. He, X. Tang, Y. Cao, J. C. Antilla, J. Org. Chem., 2021, 86, 4336-4345.
DOI: 10.1021/acs.joc.0c03009
Abstract
A BINOL-derived boro-phosphate catalyzes an enantioselective reduction of α-trifluoromethylated imines to provide chiral α-trifluoromethylated amines in high yields and with excellent enantioselectivities in the presence of catecholborane as hydride source under mild conditions.
see article for more examples
proposed transition state
Key Words
trifluoromethylated amines, reduction of imines, catecholborane, organocatalysis
ID: J42-Y2021
