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Ligand-Controlled Diastereoselective 1,3-Dipolar Cycloadditions of Azomethine Ylides with Methacrylonitrile.

  • Author(s): Walton, Mary C;
  • Yang, Yun-Fang;
  • Hong, Xin;
  • Houk, KN;
  • Overman, Larry E
  • et al.
Abstract

Copper-catalyzed reactions of glycine ester arylimines and methacrylonitrile provide selective access to either the endo or exo pyrrolidine cycloadducts. DFT calculations have elucidated the origins of ligand-controlled diastereoselectivity.

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