Short syntheses of furan and catechol derivatives. A synthesis of hydrourushiol

E Wenkert, ME Alonso, BL Buckwalter…

Index: Wenkert, Ernest; Alonso, Miguel E.; Buckwalter, Brian L.; Sanchez, Eduardo L. Journal of the American Chemical Society, 1983 , vol. 105, # 7 p. 2021 - 2029

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Citation Number: 86

Abstract

Abstract: The copper-catalyzed decomposition of ethyl diazopyruvate in enol ethers is shown to yield alkoxydihydrofuroates, whose exposure to acid leads to ethyl a-furoates. The latter are also the products of the copper-induced interaction of ethyl diazopyruvate with acetylenes. The conversion of one furoate into a furan and another into a furanoid terpene system is described. The Fetizon oxidation of primary 0-alkoxycyclopropylcarbinols is ...