Iron-catalyzed stereospecific activation of olefinic C-H bonds with grignard reagent for synthesis of substituted olefins
The reaction of an aryl Grignard reagent with a cyclic or acyclic olefin possessing a directing group such as pyridine or imine results in the stereospecific substitution of the olefinic C-H bond syn to the directing group. The reaction takes place smoothly and without isomerization of the product olefin in the presence of a mild oxidant (1,2-dichloro-2-methylpropane) and an aromatic cosolvent. Several lines of evidence suggest that the reaction proceeds via iron-catalyzed olefinic C-H bond activation rather than an oxidative Mizoroki-Heck-type reaction.
Ilies, Laurean,Asako, Sobi,Nakamura, Eiichi
supporting information; experimental part
p. 7672 - 7675
(2011/06/26)
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