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Molecules 2000, 5(5), 737-745; doi:10.3390/50500737
Article

Structural Elucidation of Z- and E- Isomers of 5-Alkyl-4-ethoxycarbonyl-5-(4`-chlorophenyl)-3-oxa-4-pentenoic Acids

Received: 6 September 1999 / Revised: 7 November 1999 / Accepted: 7 February 2000 / Published: 20 May 2000
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Abstract

Z- and E-isomers of 5-alkyl-4-ethoxycarbonyl-5-(4`-chlorophenyl)-3-oxa-4-pentenoic acids were prepared via the condensation of p-chloroacetophenone and/or pchloropropiophenone with diethyl-2,2`-oxydiacetate in the presence of sodium hydride as a basic catalyst. The Z-isomers of 2a and 2b were found to be predominant. The behaviour of the corresponding anhydrides towards the action of hydrazine, phenylhydrazine, primary aromatic amines, hydrocarbons and ethanolysis has also been investigated. The structures and configurations of the products have been elucidated by chemical and spectroscopic means.
Keywords: Aromatic ketones; 2; 2'-oxydiacetate; stereoisomeric alkenes Aromatic ketones; 2; 2'-oxydiacetate; stereoisomeric alkenes
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Madkour, H.M.F. Structural Elucidation of Z- and E- Isomers of 5-Alkyl-4-ethoxycarbonyl-5-(4`-chlorophenyl)-3-oxa-4-pentenoic Acids. Molecules 2000, 5, 737-745.

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