Construction of Quaternary Stereocenters by Nickel-Catalyzed Heck Cyclization Reactions.

Research paper by Jean-Nicolas JN Desrosiers, Liana L Hie, Soumik S Biswas, Olga V OV Zatolochnaya, Sonia S Rodriguez, Heewon H Lee, Nelu N Grinberg, Nizar N Haddad, Nathan K NK Yee, Neil K NK Garg, Chris H CH Senanayake

Indexed on: 08 Sep '16Published on: 08 Sep '16Published in: Angewandte Chemie International Edition


A nickel-catalyzed Heck cyclization for the construction of quaternary stereocenters is reported. This transformation is demonstrated in the synthesis of 3,3-disubstituted oxindoles, which are prevalent motifs seen in numerous biologically active molecules. The method shows broad scope, proceeds in synthetically useful yields, and provides a rare means to construct stereochemically complex frameworks by nonprecious-metal catalysis.