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.
J. Rahil and R. F. Pratt, J. Chem. Soc., Perkin Trans. 2, 1991, 947 DOI: 10.1039/P29910000947
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