García-Egido Eduardo, Fernandez-Suarez Miryam, Muñoz Luis
Departamento de Química OrgAnica, Universidade de Vigo, E-36310 Vigo, Spain.
J Org Chem. 2008 Apr 4;73(7):2909-11. doi: 10.1021/jo702506v. Epub 2008 Mar 4.
Treatment of amines under a carbon dioxide atmosphere with tetramethylphenylguanidine (PhTMG) and diphenylphosphoryl azide (DPPA) in acetonitrile below 0 degrees C provides carbamoyl azides in high to excellent yields. In addition, epimerization is not observed when optically pure alpha-amino esters are used as substrates.