Synfacts 2007(11): 1192-1192  
DOI: 10.1055/s-2007-991237
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Intramolecular Aziridination of Unsaturated N-Tosyloxycarbamates

Contributor(s): Paul Knochel, Andrei Gavryushin
R. Liu, S. R. Herron, S. A. Fleming*
Brigham Young University, Provo, USA
Further Information

Publication History

Publication Date:
23 October 2007 (online)

Significance

The authors developed a synthetically useful method for the intramolecular aziridination of alkenes. The starting compounds can be prepared in one-pot synthesis from allylic or homo­allylic alcohols. The ring-opening reaction of the resulting aziridines by various nucleophiles occurs in a regio- and stereoselective manner, giving substituted oxazolidinones, which are useful synthones for the preparation of complex organic molecules.