Stereospecific Copper-Catalyzed Domino Ring Opening and sp3 C-H Functionalization of Activated Aziridines with N-Alkylanilines
Mani Sengoden, Abhisikta Bhowmick and Tharmalingam Punniyamurthy*
*Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, India, Email: tpunniiitg.ernet.in
M. Sengoden, A. Bhowmick, T. Punniyamurthy, Org. Lett., 2017, 19, 158-161.
see article for more reactions
Copper efficiently catalyzes a reaction of N-sulfonylaziridines and N-alkylanilines in the presence of tert-butyl hydroperoxide to afford functionalized imidazolidines via nucleophilic ring opening, sp3 C-H functionalization, and C-N bond formation. The protocol can be used for the enantiospecific synthesis of imidazolidines with excellent optical purity.
see article for more examples
V. Satheesh, M. Sengoden, T. Punniyamurthy, J. Org. Chem., 2016, 81, 9792-9801.