Bhatt, M Vivekananda and Rao, K Sundararaja and Rao, G Venkoba (1977) Aspects of tautomerism. 6. Base-catalyzed hydrolysis of pseudo esters of .gamma.-keto acids. In: Journal of Organic Chemistry, 42 (16). pp. 2697-2702.
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The rates of base-catalyzed hydrolysis of pseudo esters derived from y-keto acids show strikingly poor sensitivity to the nature of the leaving group.la The rates vary in the narrow range of about 12-fold as contrasted to a 103-fold spread of the corresponding benzoate esters. The results presented are consistent with a rate-determining formation of a tetrahedral intermediate (11) and i t s rapid collapse, by the cleavage of the lactone ring in a fast step.
|Item Type:||Journal Article|
|Additional Information:||copyright of this article belongs to American Chemical Society.|
|Department/Centre:||Division of Chemical Sciences > Organic Chemistry|
|Date Deposited:||19 Oct 2009 13:11|
|Last Modified:||19 Sep 2010 05:50|
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