Stereoselective synthesis of saturated heterocycles via palladium-catalyzed alkene carboetherification and carboamination reactions

  • Wolfe J
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The development of Pd-catalyzed carboetherification and carboamination reactions between aryl/alkenyl halides and alkenes bearing pendant heteroatoms is described. These transformations effect the stereoselective construction of useful heterocycles such as tetrahydrofurans, pyrrolidines, imidazolidin-2-ones, isoxazolidines, and piperazines. The scope, limitations, and applications of these reactions are presented, and current stereochemical models are described. The mechanism of product formation, which involves an unusual intramolecular syn-insertion of an alkene into a Pd-Heteroatom bond is also discussed in detail.

Author-supplied keywords

  • Alkenes
  • Catalysis
  • Heterocycles
  • Palladium
  • Stereoselective synthesis

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  • John P. Wolfe

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