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.
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.
|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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