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

Seth L Crawley; Raymond L Funk

doi:10.1021/ol061461d

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.

Authors

Seth L Crawley¹, Raymond L Funk

Affiliation

¹ Department of Chemistry, Pennsylvania State University, University Park, PA 16802, USA.

Abstract

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

Substances

Aziridines
Heterocyclic Compounds, 4 or More Rings
communesin B

Abstract

Publication types

MeSH terms

Substances

Grants and funding