Generation of aza-ortho-xylylenes via ring opening of 2-(2-acylaminophenyl)aziridines: application in the construction of the communesin ring system.
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.
Crawley
Seth L
SL
Department of Chemistry, Pennsylvania State University, University Park, PA 16802, USA.
Funk
Raymond L
RL
D001388:Aziridines / Q000737:chemistry*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis*; D008958:Models, Molecular; D015394:Molecular Structure
D001388:Aziridines; D006576:Heterocyclic Compounds, 4 or More Rings; C483283:communesin B