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Synthesis 1985; 1985(11): 1043-1047
DOI: 10.1055/s-1985-31423
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Synthesis of 3-Ethoxycarbonyl-3-buten-4-olides and 3-Ethoxycarbonyl-4-butanolides

Françoise Gaudemar-Bardone* , Margarita Mladenova, RENÉ. Couffignal
  • *Université Pierre et Marie Curie, Laboratoire de Synthèse Organométallique, Bâtiment F, 4 Place Jussieu, F-75 230 Paris Cedex 05, France
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Publication Date:
27 September 2002 (online)

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This paper describes a synthesis of 3-acyl-2-alkyl-3-ethoxycarbonylpropanoic acids from ethyl 2-oxoalkanoates and 2-bromoalkanoic acids. These acids are cyclised via intramolecular dehydration to give 2,4-dialkyl-3-ethoxycarbonyl-3-buten-4-olides or are condensed with allylzinc reagents to give the 4-alkenyl-2,4-dialkyl-3-ethoxycarbonyl-4-butanolides.