Intramolecular participation of the amide group in acid- and base-catalysed phosphonate monoester hydrolysis

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Abstract
Rates of hydrolysis of monoaryl α-amidophosphonates in both acid and alkaline solutions are much greater than those of comparable compounds lacking the amido substituent; intramolecular nucleophilic catalysis seems likely. This phenomenon may be important in the employment of α-amidophosphonate derivatives as enzyme inhibitors.

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