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ChemInform Abstract: Intramolecular Participation of the Amide Group in Acid- and Base- Catalysed Phosphonate Monoester Hydrolysis.
First published: October 1, 1991
Abstract
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ChemInform Abstract
The hydrolysis of phosphonates such as (I) shows an acceleration in both acidic and alkaline solution, in the presence of an acylamido group in (Ia) in contrast to (Ib). It is assumed that intramolecular amide groups participate in the reaction, leading to a five-membered cyclic intermediate. This phenomenon is important in enzyme inhibition.
