Translactonization in erythromycins

…, R Busson, G Janssen, J Hoogmartens…

Index: Kibwage, Isaac O.; Busson, Roger; Janssen, Gerard; Hoogmartens, Jos; Vanderhaeghe, Hubert Journal of Organic Chemistry, 1987 , vol. 52, # 6 p. 990 - 996

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Citation Number: 70

Abstract

When erythromycin A is heated in diethylamine-acetic acid, an erythromycin hemiketal is obtained, which can be further transformed into a new enol ether and spiroketal. The new enol ether is also obtained in equilibrium with the normal one on heating erythromycin A or B in pyridine-acetic acid. The novel compounds, which will be called pseudoerythromycin derivatives, are characterized by a translactonization between the Cll-hydroxyl and the ...