Treatment of salicyl N-phenylhydrazones with dimethyl acetylene dicarboxylate in the presence of tBuOK at room temperature affords the uncyclised multifunctional products derived by the reaction of one molecule of phenylhydrazone with two molecules of the diester. The interesting point about the structure of the products is that the olefin diester moiety attached with the oxygen of the phenolic hydroxyl group possesses (E)-configuration while that attached with the nitrogen of the hydrazone function contains (Z)-configuration.
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