Organocatalytic asymmetric aza-Nazarov cyclization of an azirine

Chem Commun (Camb). 2010 Jun 7;46(21):3774-5. doi: 10.1039/b927564a. Epub 2010 Apr 28.

Abstract

An unusual organocatalytic asymmetric cyclization of a ketoazirine that is accompanied by a kinetic resolution leads to 4-hydroxy-3-oxo-1,2,3,6-tetrahydropyridine-2-carboxylates in >99/1 er.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Aza Compounds / chemistry*
  • Azirines / chemistry*
  • Catalysis
  • Crystallography, X-Ray
  • Cyclization
  • Molecular Conformation

Substances

  • Aza Compounds
  • Azirines