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Synthesis 1988; 1988(7): 564-566
DOI: 10.1055/s-1988-27642
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A One-Step Synthesis of Alkyl 2-Oxo-3-alkenoates from Alkenyl Grignard Reagents and Dialkyl Oxalates

M. Rambaud* , M. Bakasse, G. Duguay, J. Villieras
  • *Laboratoires de Synthèse Organique Sélective et Matériaux et de Chimie Organique, U.A CNRS No 475, 2 rue de la Houssinière. F- 44072 Nantes Cedex 03, France
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Publication Date:
18 September 2002 (online)

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The reaction of alkenyl Grignard reagents with dialkyl oxalates at 80°C in an ether/tetrahydrofuran mixture (1:1) leads to the formation of the corresponding alkyl 2-oxo-3-alkenoates in high yields. Thus a mild and convenient one-step synthesis of 3-isopropenyl-substituted 2-oxoesters is described.