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Aspects of tautomerism. 13. Alkaline hydrolysis of .gamma.-, .delta.-, and .epsilon.-keto esters and their desoxy analogs. Geometrical constraints on keto participation

Bhatt, Vivekananda M and Ravindranathan, M and Somayaji, Viswanatha and Rao, Venkoba G (1984) Aspects of tautomerism. 13. Alkaline hydrolysis of .gamma.-, .delta.-, and .epsilon.-keto esters and their desoxy analogs. Geometrical constraints on keto participation. In: Journal of Organic Chemistry, 49 (7). pp. 3170-3173.

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo00191a024

Abstract

The rates of alkaline hydrolysis of methyl &benzoylpropionate (I), methyl y-benzoylbutyrate (11) and methyll6-benzoylvalerate (In) decrease in the order I > I1 > III. Keto participation is the predominant pathway in the case of y-keto esters. Evidence has also been obtained for keto participation in the case of 6-keto esters, whereas no such evidence is available in the case of r-keto esters studied.

Item Type: Journal Article
Additional Information: Copyright for this article belongs to American Chemical Society.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 18 Aug 2009 04:40
Last Modified: 19 Sep 2010 05:41
URI: http://eprints.iisc.ernet.in/id/eprint/22356

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