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2004
Fused pyrimidine derivatives
R 0515
Diels—Alder Cycloaddition of 2-Azadienes to Methyl 2-(2,6-Dichlorophein the Synthesis of Methyl 4-Oxo-1,3-diazabicyc48- 132 nyl)-2H-azirine-3-carboxylate
lo[4.1.0]heptane-6-carboxylates. — The Diels—Alder cycloaddition between electrophilic aziridine (II) and the nucleophilic azadienes (I), (IV) and (VII) is investigated.
The reactions are completely endo- and regioselective, the aziridine is added by its less
hindered face to the diene. Some pyrimidones are hydrolyzed leading to functionalized
aziridines (VI) and (IX). — (ALVES*, M. J.; DURAES, M. M.; FORTES, A. G.;
Tetrahedron 60 (2004) 31, 6541-6553; Dep. Quim., Univ. Minho, P-4700 Braga, Port.;
Eng.) — Bartels
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