Simple syntheses of. beta.-furoic esters and. gamma.-pyrone

E Wenkert, TP Ananthanarayan…

Index: Wenkert, Ernest; Ananthanarayan, T. P.; Ferreira, Vitor F.; Hoffmann, Michael G.; Kim, HongSeok Journal of Organic Chemistry, 1990 , vol. 55, # 16 p. 4975 - 4976

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Citation Number: 48

Abstract

The same type of reaction between the diazo compound and 1-methoxycyclohexene did not succeed, but uncatalyzed decomposition of the diazoester in the enol ether at 115" C afforded dihydrofuroate 6 (19% yield). Alcohol elimination from the dihydrofuroic esters 4a and 6, catalyzed by sulfuric acid in refluxing carbon tetrachloride, produced 0-furoates 7a8 and 8 (41% and 85% yields, respectively). When a rhodium-catalyzed reaction of the ...