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Synthesis 1994; 1994(8): 795-799
DOI: 10.1055/s-1994-25577
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An Efficient Synthesis of Enantiopure 1-Alkoxy-1,2-propadienes from Propargyl Bromide

Patrick Rochet* , Jean-Michel Vatèle, Jacques Goré
  • *Laboratoire de Chimie Organique 1, associé au CNRS, Université Claude Bernard, ESCIL, 43 Bd du 11 Novembre 1918, F-69622 Villeurbanne, France
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Publication Date:
17 September 2002 (online)

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A number of enantiopure functionalized alcohols have been O-allenylated by reaction of their corresponding sodium alcoholates with propargyl bromide followed by t-BuOK catalyzed isomerization of the resulting propargyl ethers, in good overall yields.