title: Catalytic cascade aldol-cyclization of tertiary ketone enolates for enantioselective synthesis of keto-esters with a C-F quaternary stereogenic center.
abstract: The first asymmetric catalytic aldol-cyclization reaction of detrifluoroacetylatively in situ generated enolates with methyl 2-formylbenzoate is reported. This reaction tolerates a wide range of substrates, affording fluorinated quaternary stereogenic α,α-dialkyl/cyclo-alkyl-β-ketoesters with good yields, high diastereo- (94% de) and enantioselectivity (96% ee) at room temperature.
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: Wanxing
authors.initials: W
authors.lastname: Sha
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: Department of Organic Chemistry I, Faculty of Chemistry, University of the Basque Country UPV/EHU, Paseo Manuel Lardizábal 3, 20018 San Sebastián, Spain and IKERBASQUE, Basque Foundation for Science, 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: Jianlin
authors.initials: J
authors.lastname: Han
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