Selective formation of aminoxyls or oxaziridines by oxidation of 2, 2, 4, 4-tetrasubstituted oxazolidines

M Hamdani, D Scholler, J Bouquant, A Feigenbaum

Index: Hamdani, Mourad; Scholler, Denise; Bouquant, James; Feigenbaum, Alexandre Tetrahedron, 1996 , vol. 52, # 2 p. 605 - 616

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Citation Number: 6

Abstract

The reactivity of 2, 2, 4, 4-tetrasubstituted-1, 3-oxazolidines 1 with m-chloroperbenzoic aicd was reinvestigated. Aminoxyls 5 are isolated in good yields in ether at− 15° C, or in anhydrous dichloromethane at 0° C. Oxaziridines 4 are promoted at room temperature, or in the presence of an acid. In any case, short reaction times prevented the degradation of aminoxyls and oxaziridines. The competition between oxaziridines 4 and aminoxyls 5 is ...