
Tetrahedron p. 3269 - 3284 (1985)
Update date:2022-08-11
Topics:
Monnier, Par E.
Klaebe
Perie
This work is dealing with basic hydrolysis in water of allophanic esters as possible models of carboxybiotin. A complex mechanism is involved likely due to competition of nucleophilic attack on the two carbonyl groups of the substrate. The rate of hydrolysis is significantly increased by metallic cation (Mg++), a specific effect which allows to consider characterization of selectivity of bond breaking between nitrogen and carboxylate group with other nucleophiles.
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