Rhodium-catalyzed regio- and stereoselective oxyamination of dienes via tandem aziridination/ring-opening of dienyl carbamates

摘要

The reaction of dienyl carbamates with Phl(OR)_2 in the presence of rhodium catalysts affords vinyl aziridines which are in situ regio- and stereoselectively opened to afford oxyamination products resulting from a selective S_N2 (Rh_2(OAc)_4Phl(OPiv)_2) or S_N2' (Rh_2(OPiv)_4/Phl(OAc)_2) opening. The scope and limitations of this tandem process are described.