The intramolecular Wadsworth-Emmons condensation of. gamma.-(acyloxy)-. beta.-ketophosphonates. A new route to 3 (2H)-furanones

P Sampson, V Roussis, GJ Drtina…

文献索引：Sampson, Paul; Roussis, Vassilios; Drtina, Gary J.; Koerwitz, Frederick L.; Wiemer, David F. Journal of Organic Chemistry, 1986 , vol. 51, # 13 p. 2525 - 2529

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被引用次数: 17

摘要

A series of y-(acyloxy)-0-ketophosphonates has been synthesized, either from the corresponding a-iodo keto ester by an Arbuzov reaction or by acylation of an akylphosphonate anion. When treated with potassium carbonate in DMF, these y-(acyloxy)- P-ketophosphonates undergo an intramolecular Wadsworth-Emmons-type condensation to afford 3 (2H)-furanones, providing a new route to this heterocyclic system.