title: Catalytic asymmetric aldol addition reactions of 3-fluoro-indolinone derived enolates.
abstract: Reported herein is a Cu(i)/bisoxazoline ligand-catalyzed aldol reaction of unprotected tertiary enolates generated in situ from 3-(1,1-dihydroxy-2,2,2-trifluoroethyl)-substituted derivatives of 3-fluoro-2-oxindoles. A range of α-fluoro-β-aryl/hetaryl/alkyl-β-hydroxy-indolin-2-ones containing C-F quaternary stereogenic centers of high pharmaceutical importance were furnished in good yields and satisfactory diastereo- and enantioselectivities. The reactions were conducted under operationally convenient conditions and displayed wide substrate/functional group generality including unprotected N-H on the tertiary enolates, and aromatic, hetero-aromatic and aliphatic aldehydes.
authors.affiliation: School of Chemistry and Chemical Engineering, State Key laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, China. hanjl@nju.edu.cn.
authors.forename: Lijun
authors.initials: L
authors.lastname: Zhang
authors.affiliation: School of Chemistry and Chemical Engineering, State Key laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, China. hanjl@nju.edu.cn.
authors.forename: Wenzhong
authors.initials: W
authors.lastname: Zhang
authors.affiliation: School of Chemistry and Chemical Engineering, State Key laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, China. hanjl@nju.edu.cn.
authors.forename: Haibo
authors.initials: H
authors.lastname: Mei
authors.affiliation: School of Chemistry and Chemical Engineering, State Key laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, China. hanjl@nju.edu.cn.
authors.forename: Jianlin
authors.initials: J
authors.lastname: Han
authors.affiliation: Department of Organic Chemistry I, Faculty of Chemistry, University of the Basque Country UPV/EHU, Paseo Manuel Lardizábal 3, 20018 San Sebastián, Spain. vadym.soloshonok@ehu.es and IKERBASQUE, Basque Foundation for Science Department, Alameda Urquijo 36-5, Plaza Bizkaia, 48011 Bilbao, Spain.
authors.forename: Vadim A
authors.initials: VA
authors.lastname: Soloshonok
authors.affiliation: School of Chemistry and Chemical Engineering, State Key laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, China. hanjl@nju.edu.cn.
authors.forename: Yi
authors.initials: Y
authors.lastname: Pan