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

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

  • J Org Chem. 2006 Feb 3;71(3):1258-61. doi: 10.1021/jo052060z.
Arun Ghosh 1,  Janice E Sieser,  Stéphane Caron,  Michel Couturier,  Kristina Dupont-Gaudet,  Melina Girardin
Affiliations

Affiliation

  • 1 Chemical Research and Development, Pfizer Global Research and Development, Eastern Point Road, P.O. Box 8013, Groton, CT 06340-8013, USA. arun.ghosh@pfizer.com
PMID: 16438550 DOI: 10.1021/jo052060z
Abstract

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.

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