Preparative Organic Chemistry
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ChemInform Abstract: Acid-Catalyzed Hydrolysis of Bridged Bi- and Tricyclic Compounds. Part 29. 7-Oxa-5-oxo-2-bicyclo(2.2.1)heptene: Kinetics and Mechanism.
First published: October 1, 1991
Abstract
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ChemInform Abstract
The title reaction of (I) is more correctly a hydrolytic isomerization, occurring via pre-equilibrium protonation and subsequent C1-O7 bond rupture in the rate-limiting step. The study of the kinetic deuterium isotope effect shows that the reaction has both uni- and bimolecular features.
