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Synthesis 1988; 1988(2): 144-146
DOI: 10.1055/s-1988-27495
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Catalytic and Oxidative Methoxymercuration of Terminal Alkynes: Syntheses of 2-Methoxy-1-alkenes and 2-Methoxy-acrolein Acetals

José Barluenga* , Fernando Aznar, Miguel Bayod
  • *Departamento de Química Organometálica, Facultad de Química, Universidad de Oviedo, F-33071 Oviedo, Spain
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Publication Date:
20 August 2002 (online)

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2-Methoxy-1-alkenes 2 are easily obtained by reaction of a variety of 1-alkynes with an excess of methanol in the presence of triethylamine and catalytic amounts of mercury(II) chloride. By changing the molar ratio of the reagents and increasing the reaction time, propargyl ethers undergo a further oxidative process to give the 2-methoxyacrolein acetals 3.