Isomerisations of substituted β-keto-esters Part II. Isomerisation of ethyl 1-ethoxycarbonyl-2-oxocyclopentylacetate into 2, 3-diethoxycarbonylcyclohexanone

Banerjee, D. K. ; Bagavant, G. (1960) Isomerisations of substituted β-keto-esters Part II. Isomerisation of ethyl 1-ethoxycarbonyl-2-oxocyclopentylacetate into 2, 3-diethoxycarbonylcyclohexanone Proceedings of the Indian Academy of Sciences, Section A, 52 (4). pp. 165-172. ISSN 0370-0089

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Official URL: http://www.ias.ac.in/j_archive/proca/52/4/165-172/...

Related URL: http://dx.doi.org/10.1007/BF03048968

Abstract

A mechanism for the isomerisation of ethyl 1-ethoxycarbonyl-2-oxocyclopentylacetate (I) into a cyclohexane β-keto-ester as proceeding through an intermediate bicyclic /gb-diketone (VII) has been considered as an alternative mechanism to one earlier suggested. The determination of the structure of the isomerised β-keto-ester as 2, 3-diethoxycarbonylcyclohexanone (V) has provided support for the earlier mechanism.

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