title: Chiral phosphoric acid catalyzed enantioselective 1,3-dipolar cycloaddition reaction of azlactones.
abstract: The first chiral phosphoric acid catalyzed highly diastereo- and enantioselective 1,3-dipolar cycloaddition reaction of azlactones and methyleneindolinones was disclosed. By using a BINOL-derived chiral phosphoric acid as the catalyst, azlactones were activated as chiral anti N-protonated 1,3-dipoles to react with methyleneindolinones to yield biologically important 3,3'-pyrrolidonyl spirooxindole scaffolds in high yields, with good-to-excellent diastereo- and enantioselectivity.
authors.affiliation: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, Lanzhou, 730000, P. R. China. sunws@lzu.edu.cn wangrui@lzu.edu.cn.
authors.forename: Zhenhua
authors.initials: Z
authors.lastname: Zhang
authors.affiliation: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, Lanzhou, 730000, P. R. China. sunws@lzu.edu.cn wangrui@lzu.edu.cn.
authors.forename: Wangsheng
authors.initials: W
authors.lastname: Sun
authors.affiliation: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, Lanzhou, 730000, P. R. China. sunws@lzu.edu.cn wangrui@lzu.edu.cn.
authors.forename: Gongming
authors.initials: G
authors.lastname: Zhu
authors.affiliation: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, Lanzhou, 730000, P. R. China. sunws@lzu.edu.cn wangrui@lzu.edu.cn.
authors.forename: Junxian
authors.initials: J
authors.lastname: Yang
authors.affiliation: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, Lanzhou, 730000, P. R. China. sunws@lzu.edu.cn wangrui@lzu.edu.cn.
authors.forename: Ming
authors.initials: M
authors.lastname: Zhang
authors.affiliation: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China. hongliang@sysu.edu.cn.
authors.forename: Liang
authors.initials: L
authors.lastname: Hong
authors.affiliation: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, Lanzhou, 730000, P. R. China. sunws@lzu.edu.cn wangrui@lzu.edu.cn and School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China. hongliang@sysu.edu.cn.
authors.forename: Rui
authors.initials: R
authors.lastname: Wang
mesh_terms: D002384:Catalysis; D061565:Cycloaddition Reaction; D007783:Lactones / Q000737:chemistry*; D010756:Phosphoric Acids / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007783:Lactones; D010756:Phosphoric Acids; C030242:phosphoric acid