Abstract

α-Alkynyl-α-ethoxycarbonyl cyclopentanones 1a– c and cyclohexanones 2a– c were readily synthesized by the reaction of ethyl 2-oxocyclopentanonecarboxylate 6 and ethyl 2-oxocyclohexanonecarboxylate 7 with alkynyllead triacetates 5a– c obtained from lithium acetylides 4a– c and lead tetraacetate. Treatment of 1a– c and 2a– c with 1 N KOH in THF or with n-Bu 4N +OEt − in EtOH and THF gave the corresponding conjugated allenyl esters 8a– c, 9a– c, 10a– c, and 11a– c in good to excellent yields, respectively.

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