The Journal of Organic Chemistry

Synthetic scope of the triethyloxonium ion catalyzed homologation of ketones with diazoacetic esters

WL Mock, ME Hartman

Index: Mock,W.L.; Hartman,M.E. Journal of Organic Chemistry, 1977 , vol. 42, p. 459 - 465

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Citation Number: 70

Abstract

Results General. Ethyl diazoacetate by itself is insufficiently nucleophilic to attack carbonyl groups. However, under the influence of base5 or Lewis acid catalysis? produ& arising from addition to the diazo carbon may be obtained. In the latter case the most efficacious reagents are triethyloxonium fluoroborate and antimony pentachloride (the latter in certain circumstances, as considered subsequently). A generally smooth reaction resulh when ...