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  • Title: Enantioselective Construction of Vicinal Quaternary-Tetrasubstituted Carbon Stereocenters by Copper-Catalyzed Decarboxylative Propargylic Substitution.
    Author: You Y, Li TT, Sun TJ, Zhang YP, Wang ZH, Zhao JQ, Yuan WC.
    Journal: Org Lett; 2022 Oct 21; 24(41):7671-7676. PubMed ID: 36226893.
    Abstract:
    Enantioselective construction of vicinal tetrasubstituted carbon stereocenters is a formidable challenge in organic synthesis. A copper-catalyzed asymmetric decarboxylative propargylic substitution with 3-amino oxindoles as trisubstituted carbon nucleophiles and propargylic cyclic carbonates as tertiary carbon electrophiles was developed. A range of 3-amino-3,3'-disubstituted oxindoles bearing vicinal quaternary-tetrasubstituted carbon stereocenters were obtained in high yields and good to excellent stereoselectivities (up to 98% yield, >20:1 dr, and 98.5:1.5 er).
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