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5c previously is the 7-bromo-4,6-dimethoxy-2-(1-hydroxy-1-methylethyl)-2-coumaranone, which was isolated from the reaction of 2′-acetoxy-3′-bromo-4′,6′-dimethoxychalcone epoxide with sodium hydroxide in aqueous acetone. The pathway postulated by the authors involves an a cyclization of the chalcone epoxide, a subsequent retro aldol cleavage of the 2-(α-hydroxybenzyl)-3-coumaranone (vide supra) and attack of the ketone solvent on the coumaranone enolate.
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13C NMR spectra were recorded at 400 and 100 MHz, respectively.
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