title: Organocatalytic asymmetric [3+2] cycloaddition of N-2,2,2-trifluoroethylisatin ketimines with 3-alkenyl-5-arylfuran-2(3H)-ones.
abstract: A highly diastereo- and enantioselective [3+2] cycloaddition reaction of N-2,2,2-trifluoroethylisatin ketimines and 3-alkenyl-5-arylfuran-2(3H)-ones was developed with 1 mol% thiourea-tertiary amine as the catalyst. A series of spiro[pyrrolidin-3,2'-oxindoles] bearing four consecutive stereocenters, including two vicinal spiro-quaternary chiral centers, were efficiently obtained with excellent results (up to >99% yield, >20 : 1 dr, and >99% ee).
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. yuanwc@cioc.ac.cn xuxy@cioc.ac.cn and University of Chinese Academy of Sciences, Beijing 100049, China.
authors.forename: Zhen-Hua
authors.initials: ZH
authors.lastname: Wang
authors.affiliation: Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China.
authors.forename: Zhi-Jun
authors.initials: ZJ
authors.lastname: Wu
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. yuanwc@cioc.ac.cn xuxy@cioc.ac.cn and University of Chinese Academy of Sciences, Beijing 100049, China.
authors.forename: Deng-Feng
authors.initials: DF
authors.lastname: Yue
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. yuanwc@cioc.ac.cn xuxy@cioc.ac.cn and University of Chinese Academy of Sciences, Beijing 100049, China.
authors.forename: Wen-Fei
authors.initials: WF
authors.lastname: Hu
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. yuanwc@cioc.ac.cn xuxy@cioc.ac.cn.
authors.forename: Xiao-Mei
authors.initials: XM
authors.lastname: Zhang
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. yuanwc@cioc.ac.cn xuxy@cioc.ac.cn.
authors.forename: Xiao-Ying
authors.initials: XY
authors.lastname: Xu
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. yuanwc@cioc.ac.cn xuxy@cioc.ac.cn.
authors.forename: Wei-Cheng
authors.initials: WC
authors.lastname: Yuan