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The Barbier- or Grignard-type reaction of vinyl iodides with ketones or aldehydes proceeds on treatment with samarium diiodide in benzene containing hexamethylphosphoric triamide (HMPA) to afford the corresponding coupling compounds (allyl alcohols). The reaction was shown to involve vinyl samariums as an intermediate.

Coupling Reaction of Vinyl Halides with Ketones or Aldehydes Mediated by Samarium Diiodide.