4.7 Article

Cobalt-mediated Mizoroki-Heck-type reaction of epoxide with styrene

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 346, Issue 13-15, Pages 1631-1634

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200404074

Keywords

cobalt; epoxide ring opening; 2-hydroxyethylation; Mizoroki-Heck reaction; radical reaction

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Treatment of a mixture of epoxide and styrene with trimethylsilylmethylmagnesium bromide in the presence of a cobalt-phosphine complex afforded homocinnamyl alcohol in good yield. The reaction should begin with ring opening of the epoxide by the action of magnesium bromide which leads to the formation of a magnesium 2-bromoethoxide derivative and not with a direct single electron transfer from a cobalt complex to the epoxide.

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