Methyl trans-2-(N-methyl-2,3-epoxy-3′-phenylpropionylamido)benzoate was prepared by a Darzen′s reaction and with methylamine furnished a 3-hydroxy-[1,5]-benzodiazocine-2,6-dione. Conversion to the toluene-p-sulphonate and subsequent base-catalysed elimination afforded the corresponding 3,4-ene-2,6-dione. The structures of the products were established by n.m.r. spectroscopy.
B. J. Auret, M. F. Grundon and I. T. McMaster, J. Chem. Soc. C, 1968, 2862 DOI: 10.1039/J39680002862
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