Generation of aza-ortho-xylylenes via ring opening of 2-(2-acylaminophenyl)aziridines: application in the construction of the communesin ring system

Org Lett. 2006 Aug 31;8(18):3995-8. doi: 10.1021/ol061461d.


A new protocol for generating aza-ortho-xylylenes via acid-catalyzed or fluoride-promoted ring opening of 2-(2-acylaminophenyl)aziridines is described. This methodology has been exploited in the rapid construction of a hexacyclic substructure of communesin B.

Publication types

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

MeSH terms

  • Aziridines / chemistry*
  • Heterocyclic Compounds, 4 or More Rings / chemical synthesis*
  • Models, Molecular
  • Molecular Structure


  • Aziridines
  • Heterocyclic Compounds, 4 or More Rings
  • communesin B