Russian journal of organic chemistry

Synthesis of Methyl 3, 6-Dioxo-endo-tricyclo [6.2. 1.02, 7] undeca-4, 9-diene-2-carboxylate as Synthetic Intermediate for Conduritol Derivatives

M Mamaghani, A Pourali

Index: Mamaghani; Pourali Russian Journal of Organic Chemistry, 2002 , vol. 38, # 3 p. 347 - 349

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Citation Number: 6

Abstract

Abstract Gentisic acid reacted with methyl iodide in HMPA to give 94% of the corresponding methyl ester. Its oxidation with Ag 2 O in toluene afforded 57% of methoxycarbonylbenzoquinone as yellow crystals. Reaction of the latter with cyclopentadiene resulted in formation of methyl 3, 6-dioxotricyclo [6.2. 1.02, 7] undeca-4, 9- diene-2-carboxylate (21%).