Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Vinylation of $\beta$-Acetoxyvinyl Mercurials with Olefins by Palladium (Ⅱ) Salt

  • Kim, Jin-Il (Department of Industrial Chemistry, Hanyang University) ;
  • Lee, Jong-Tae (Department of Industrial Chemistry, Hanyang University)
  • Published : 1986.04.20
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Abstract

Vinylation of highly hindered ${\beta}$-acetoxyvinyl mercurials with olefins in acetonitrile at room temperature in the presence of cupric chloride, as a reoxidant for the palladium, and a catalytic amount of $LiPdCl_3$ gave the corresponding conjugated dienes in moderate to good yields. The (E) or (Z) geometry in vinyl mercurials was retained in the vinylated products. The reaction was tolerant of a wide variety of functional groups ($CO_2$R, CN, OR, OAc) on either the vinyl mercurial or olefin compounds.

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