Enzyme-Inspired Axially Chiral Pyridoxamines Armed with a Cooperative Lateral Amine Chain for Enantioselective Biomimetic Transamination
Yong Ethan Liu, Zhaole Lu, Bo Li, Jiaxin Tian, Feng Liu, Junyu Zhao, Chengkang Hou, Yingkun Li, Lili Niu and Baoguo Zhao*
*The Education Ministry Key Lab of Resource Chemistry and
Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal
University, Shanghai 200234, P. R. China, Email: zhaobg2006
hotmail.com
Y. E. Liu, Z. Lu, B. Li, J. Tian, F. Liu, J. Zhao, C. Hou, Y. Li, L. Niu, B. Zhao, J. Am. Chem. Soc., 2016, 138, 10730-10733.
DOI: 10.1021/jacs.6b03930
Abstract
A class of axially chiral pyridoxamines bearing a lateral amine arm exhibited high catalytic activity and excellent enantioselectivity in asymmetric transamination of α-keto acids, to give various α-amino acids in very good yields and with high ee's. The lateral amine arm likely participates in cooperative catalysis as the Lys residue does in biological transamination and enhances both the activity and the enantioselectivity.
see article for more examples
Key Words
α-amino acids, organocatalysis
ID: J48-Y2016
