[2+4]-Cycloaddition reactions of methyl trifluoropyruvate trifluoroacetylimine

Methyl trifluoropyruvate trifluoroacetylimine (I) reacts regioselectively with olefins to form dihydrooxazines (II)-(VII). In its reactions with 1,3-dienes, too, compound (I) exhibits properties of a 1,3-heterodiene rather than a dienophile. Acid hydrolysis of the synthesized oxazines results in their conversion to substituted -amino--trifluoromethyltetrahydrofuran-2-ones (XII)-(XVI).Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1130–1133, May, 1991.