Morris, Jeffrey J. and Page, Michael I. (1978) Intramolecular nucleophilic and general acid catalysis in the hydrolysis of an amide. Chemical Communications (14). p. 591. ISSN 1359-7345

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.

Add to AnyAdd to TwitterAdd to FacebookAdd to LinkedinAdd to PinterestAdd to Email