Yu H,
Zhang Q,
Zi W.
*
Nankai University, Tianjin, and Haihe Laboratory of Sustainable Chemical Transformations, Tianjin, P. R. of China
Synergistic Pd/Cu-Catalyzed Enantioselective Csp
2–F Bond Alkylation of Fluoro-1,3-Dienes with Aldimine Esters.
Nat. Commun. 2022;
13: 2470
DOI:
10.1038/s41467-022-30152-7
Key words
palladium catalysis - copper catalysis - bimetal catalysis - aldimines - fluorodienes - alkenyl amino acids
Significance
α-Alkenyl α-amino acids have attracted significant attention because of their potential bioactivities. The authors have developed synergistic Pd- and Cu-catalyzed enantioselective alkylation of 2-fluoro-1,3-dienes with aldimine esters to afford α-alkenyl α-amino acids.
Comment
The enantioselective C(sp2)–F bond alkylation of 2-fluoro-1,3-dienes with aldimine esters proceeded smoothly through Pd/Cu catalysis to afford the corresponding α-alkenyl α-amino acids in high yields and excellent enantiopurities. Moreover, the products could be subjected to further transformations, such as cyclization.
