Unexpected transfer of tosyl group of ArCH=NTs-catalyzed by N-heterocyclic carbene

J Org Chem. 2008 Jul 18;73(14):5578-81. doi: 10.1021/jo800569g. Epub 2008 Jun 17.


Reactions of N-tosylimines with aziridines and electron-deficient unsaturated compounds in the presence of catalytic amount of NHC afforded unexpected tosyl group transfer products in good to high yields, which represent a new reaction pattern for imines as well as for catalysis of NHC.