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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 7, Number 2
February 20, 1986 

Vinylation of β-Acetoxyvinyl Mercurials with Olefins by Palladium (Ⅱ) Salt
Jin Il Kim*, Jong Tae Lee
Vinylation of highly hindered β-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 LiPdCl3 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 (CO2R, CN, OR, OAc) on either the vinyl mercurial or olefin compounds.
142 - 145
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