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Paper | Regular issue | Vol 32, No. 6, 1991, pp.1181-1187
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5729
5-Hydroxy-1,3-oxazin-6(6H)-ones from 6-Aza-1,5-dioxaspiro[2.4]hept-6-en-4-ones

Nicoletta Almirante, Maria Luisa Gelmi,* and Claudio Scarpellini

*Istituto di Chimica Organica, Facoltà di Farmacia, Università degli Studi di Milano, Via Venezian 21, I-20133 Milano, Italy

Abstract

4-Alkylideneisoxazol-5(4H)-ones (1) were epoxidized with t-butyl hydroperoxide yielding 6-aza-1,5-dioxaspiro[2.4]hept-6-en-4-ones (2). By heating, compounds (2) rearranged to 5-hydroxy-1,3-oxazin-6(6H)-ones (3).