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
Full Text: HTML
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.
Related Articles:
[Organic Letters, , vol. 9, # 17 p. 3295 - 3298]
Unnatural amino acids. 3. Aziridinyl ketones from esters and amides of aziridine-2-carboxylic acids
[Shtrumfs; Hermane; Kalvinsh; Trapencieris Chemistry of Heterocyclic Compounds, 2007 , vol. 43, # 2 p. 169 - 174]
[Journal of Medicinal Chemistry, , vol. 54, # 13 p. 4815 - 4830]