Laws, Andrew P., Stone, J.R. and Page, Michael I. (1994) Large rate enhancement for the hydrolysis of a four-membered ring phosphonamidate. Chemical Communications (10). pp. 1223-1224. ISSN 1359-7345
Abstract

Unlike -lactams a four-membered cyclic 1,2-azaphosphetidine shows enhanced hydrolytic reactivity compared with an acyclic analogue; the cyclic phosphonamidate 3 undergoes hydroxide-ion catalysed hydrolysis in water with endocyclic P–N fission; a corresponding acyclic derivative hydrolyses with P–O fission in basic solution, the rate difference between the cyclic and acyclic structures for P–N fission is greater than 5 × 108

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