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Synthesis 1997; 1997(12): 1457-1460
DOI: 10.1055/s-1997-1371
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Stereoselective Alkenylation of Activated Olefins via Nickel-Catalyzed Electroreductive Coupling

Sylvie Condon-Gueugnot* , Daniel Dupré, Jean-Yves Nédélec, Jacques Périchon
  • *Laboratoire d’Electrochimie, Catalyse et Synthèse Organique (UMR Nr. 28), CNRS, 2 rue Henri Dunant, F-94320 Thiais, France, Fax +33(1)49781148
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Publication Date:
31 December 2000 (online)

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The nickel-catalyzed electroreductive conjugate addition of (Z)- or (E)-alkenyl halides to electron-deficient olefins in the presence of a sacrificial iron rod as the anode proceeds with complete retention of the stereochemistry of the alkenyl part and affords functionalized isomerically pure (Z)- or (E)-olefins in high yield.

conjugate addition reaction - alkenylation - stereospecificity - electrochemistry - nickel catalyst

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