Issue 14, 1978
From the journal:

Journal of the Chemical Society, Chemical Communications

Intramolecular nucleophilic and general acid catalysis in the hydrolysis of an amide

Jeffrey J. Morris  and  Michael I. Page  

Abstract

The relative effectiveness of intramolecular nucleophilic and general acid catalysis are compared in the hydroxide-ion catalysed hydrolysis of N-(2-amino-ethyl)-2-endo-hydroxy-6-endo-norbornamide in its amino protonated form; the rate enhancement of ca. 109 is due mainly to nucleophilic catalysis by the neighbouring hydroxy group with only a relatively minor contribution from the protonated amino group acting as a general acid.

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Article information

DOI
https://doi.org/10.1039/C39780000591
Article type
Paper

J. Chem. Soc., Chem. Commun., 1978, 591-592

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Intramolecular nucleophilic and general acid catalysis in the hydrolysis of an amide

J. J. Morris and M. I. Page, J. Chem. Soc., Chem. Commun., 1978, 591 DOI: 10.1039/C39780000591

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