Acta Cryst. (2006). E62, o1293-o1294  [ doi:10.1107/S1600536806007501 ]

The dipolar cycloaddition of methyl acrylate to 1,5,6-trimethyl-3-oxidopyrazinium

M. Helliwell, Y. You and J. A. Joule

Abstract: 5,6-Dimethylpyrazin-2-one reacts with iodomethane to give a quaternary salt, deprotonation of which liberates a 3-oxidopyrazinium which undergoes a 1,3-dipolar cycloaddition with methyl acrylate to form methyl 5,8-dimethyl-4-methylene-2-oxo-3,8-diazabicyclo[3.2.1]octane-6-exo-carboxylate, C₁₁H₁₆N₂O₃, as the major product.

Online 8 March 2006

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