Detrifluoroacetylative in Situ Generation of Free 3-Fluoroindolin-2-one-Derived Tertiary Enolates: Design, Synthesis, and Assessment of Reactivity toward Asymmetric Mannich Reactions.
The discovery of detrifluoroacetylative in situ generation of a new type of fluorinated amide enolates derived from 3-fluoroindolin-2-one and their asymmetric Mannich additions with sulfinylaldimines bearing fluoroalkyl groups is reported, which afforded α-fluoro-β-(fluoroalkyl)-β-aminoindolin-2-ones containing C-F quaternary stereogenic centers with excellent yields and high diastereoselectivities.
School of Chemistry and Chemical Engineering, State Key laboratory of Coordination Chemistry, Nanjing University , Nanjing 210093, China.
Chen
C
Xie
School of Chemistry and Chemical Engineering, State Key laboratory of Coordination Chemistry, Nanjing University , Nanjing 210093, China.
Lijun
L
Zhang
School of Chemistry and Chemical Engineering, State Key laboratory of Coordination Chemistry, Nanjing University , Nanjing 210093, China.
Wanxing
W
Sha
Department of Organic Chemistry I, Faculty of Chemistry, University of the Basque Country UPV/EHU , Paseo Manuel Lardizábal 3, 20018 San Sebastián, Spain.|IKERBASQUE, Basque Foundation for Science, Alameda Urquijo 36-5, Plaza Bizkaia, 48011 Bilbao, Spain.
Vadim A
VA
Soloshonok
School of Chemistry and Chemical Engineering, State Key laboratory of Coordination Chemistry, Nanjing University , Nanjing 210093, China.
Jianlin
J
Han
School of Chemistry and Chemical Engineering, State Key laboratory of Coordination Chemistry, Nanjing University , Nanjing 210093, China.
Yi
Y
Pan