Assembly of Fluorinated Quaternary Stereogenic Centers through Catalytic Enantioselective Detrifluoroacetylative Aldol Reactions |
| |
| Authors: | Chen Xie Lingmin Wu Dr. Jianlin Han Prof. Dr. Vadim A. Soloshonok Dr. Yi Pan |
| |
| Affiliation: | 1. School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, 22 Hankou Road, Nanjing, 210093 (China);2. Department of Organic Chemistry I, Faculty of Chemistry, University of the Basque Country UPV/EHU, Paseo Manuel Lardizábal 3, 20018 San Sebastián (Spain);3. IKERBASQUE, Basque Foundation for Science Department, Alameda Urquijo 36‐5, Plaza Bizkaia, 48011 Bilbao (Spain) |
| |
| Abstract: | A Cu‐catalyzed asymmetric detrifluoroacetylative aldol addition reaction of 2‐fluoro‐1,3‐diketones/hydrates to aldehydes in the presence of base and chiral bidentate ligand was developed. The reaction was carried out under convenient conditions and tolerated a wide range of substrates, resulting in fluorinated quaternary stereogenic α‐fluoro‐β‐hydroxy ketone products with good chemical yields, diastereo‐ and enantioselectivities. This catalytic asymmetric detrifluoroacetylative aldol addition reaction provides a new approach for the preparation of biologically relevant products containing C? F quaternary stereogenic centers. |
| |
| Keywords: | aldol reaction asymmetric catalysis C C bond cleavage detrifluoroacetylation fluorinated quaternary stereocenters |
|
|
