Kinetics and mechanism of hydrolysis of N-acyloxymethyl derivatives of azetidin-2-one

The pH-independent, acid-catalyzed and base-catalyzed hydrolyses of N-acyloxymethylazetidin-2-ones all occur at the ester function. The pH-independent hydrolysis involves rate-limiting alkyl C-O fission and formation of an exocyclic beta-lactam iminum ion. This iminium ion is then trapped by water a...

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Bibliographic Details
Main Author: Valente, E (author)
Other Authors: Gomes, JRB (author), Moreira, R (author), Iley, J (author)
Format: article
Language:eng
Published: 2015
Subjects:
Online Access:http://hdl.handle.net/10451/21169
Country:Portugal
Oai:oai:repositorio.ul.pt:10451/21169