title: Catalytic asymmetric chemoselective 1,3-dipolar cycloadditions of an azomethine ylide with isatin-derived imines: diastereo- and enantioselective construction of a spiro[imidazolidine-2,3'-oxindole] framework.
abstract: A catalytic asymmetric chemoselective 1,3-dipolar cycloaddition (1,3-DC) of an azomethine ylide with imines has been established via a three-component reaction of isatin-derived imines, aldehydes and an amino-ester in the presence of chiral phosphoric acid, which efficiently constructed biologically important spiro[imidazolidine-2,3'-oxindole] frameworks in good yields, and with high diastereo- and enantioselectivities (up to 76% yield, 97 : 3 er, all >95 : 5 dr). This reaction not only realized a catalytic asymmetric chemoselective 1,3-DC of an azomethine ylide, but also represented the first enantioselective construction of a spiro[imidazolidine-2,3'-oxindole] skeleton.
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, 221116, China. fshi@jsnu.edu.cn.
authors.forename: Yue-Ming
authors.initials: YM
authors.lastname: Wang
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, 221116, China. fshi@jsnu.edu.cn.
authors.forename: Hong-Hao
authors.initials: HH
authors.lastname: Zhang
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, 221116, China. fshi@jsnu.edu.cn.
authors.forename: Can
authors.initials: C
authors.lastname: Li
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, 221116, China. fshi@jsnu.edu.cn.
authors.forename: Tao
authors.initials: T
authors.lastname: Fan
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, 221116, China. fshi@jsnu.edu.cn.
authors.forename: Feng
authors.initials: F
authors.lastname: Shi