Exocyclic cleavage in the alkaline hydrolysis of methyl ethylene phosphate. Evidence against the significance of stereoelectronic acceleration in reactions of cyclic …

R Kluger, GRJ Thatcher

Index: Kluger, Ronald; Thatcher, Gregory R. J. Journal of the American Chemical Society, 1985 , vol. 107, # 21 p. 6006 - 6011

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Citation Number: 34

Abstract

Abstract: The hydrolysis of methyl ethylene phosphate serves as a mechanistic probe of phosphate reactivity and as a model for enzyme catalysis. Early reports, based on proton NMR and GC analysis, indicated that observable amounts of exocyclic cleavage products are obtained in the alkaline hydrolysis reaction [Kluger, R.; Covitz, F.; Dennis, E. A,; Williams, LD;