Tetrahedron

Reduction of 2-acylaziridines by samarium (II) iodide. An efficient and regioselective route to β-amino carbonyl compounds

GA Molander, PJ Stengel

Index: Molander, Gary A.; Stengel, Peter J. Tetrahedron, 1997 , vol. 53, # 26 p. 8887 - 8912

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Citation Number: 89

Abstract

A convenient method for the reduction of 2-acylaziridines, aziridine-2-carboxylates and aziridine-2-carboxamides is described. The reduction of all of the substrates examined was extremely rapid and highly regioselective, giving rise to β-amino carbonyl compounds. This method appears to be general for all of the classes of aziridines mentioned above, and also tolerates a variety of nitrogen protecting groups.