Cu-catalyzed N-arylation of oxazolidinones: an efficient synthesis of the kappa-opioid receptor Agonist CJ-15161.

  title={Cu-catalyzed N-arylation of oxazolidinones: an efficient synthesis of the kappa-opioid receptor Agonist CJ-15161.},
  author={Arun K. Ghosh and Janice E. Sieser and St{\'e}phane Caron and Michel Couturier and Kristina Dupont-Gaudet and M{\'e}lina Girardin},
  journal={The Journal of organic chemistry},
  volume={71 3},
An efficient method for intermolecular N-arylation of oxazolidinones using catalytic copper in the presence of a bidentate ligand is reported. The conditions allow the use of copper and can be used to prepare enantiopure N-aryl beta-amino alcohols. A short, scalable synthesis of CJ-15,161 is also reported. The required amines were obtained from the precursor alpha-amino acids or, more conveniently, from the corresponding 1,2-amino alcohols. 
28 Citations
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