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The effects of ring size and substituents on the rates of acid-catalysed hydrolysis of five- and six-membered ring cyclic ketone acetals.

Knowles, J. P. and Whiting, A. (2007) 'The effects of ring size and substituents on the rates of acid-catalysed hydrolysis of five- and six-membered ring cyclic ketone acetals.', European journal of organic chemistry., 20 . pp. 3365-3368.

Abstract

A series of sterically similar five- and six-membered ring cyclic diol-derived ketone acetals have been prepared and their rates of acid-catalysed hydrolysis examined. The rates of hydrolysis are substantially affected by acetal ring conformational stereoelectronic effects and resonance effects depending upon the substituents on the parent ketone; an A1 mechanism of hydrolysis explains the observed effects.

Item Type:Article
Keywords:Acetal, Hydrolysis, Cleavage reactions, Kinetics, Reaction mechanism.
Full text:Full text not available from this repository.
Publisher Web site:http://dx.doi.org/10.1002/ejoc.200700244
Record Created:23 Jan 2008
Last Modified:08 Apr 2009 16:37

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