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Synlett 1995; 1995(5): 435-438
DOI: 10.1055/s-1995-4980
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Synthesis of Enynes Through Condensation of Acetylides with Vinylcarbamates under Nickel (0) Catalysis

David Madec, Stéphane Pujol, Vivien Henryon, Jean Pierre Férézou*
  • *Laboratoire de Synthèse Organique, (CNRS, URA 1308), Ecole Polytechnique, F-91128 Palaiseau Cedex, France
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Publication Date:
31 December 2000 (online)

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A new access to Z-1,3-enynes is reported through condensation of Z-vinyl carbamates with magnesium bromide acetylides under Ni(0) catalysis. Yields ranging from 40 to 80% as well as Z/E ratios from 75:25 to more than 95:5 are obtained. A new preparation of Z-vinyl carbamates from E-allyl carbamates is also described.

1,3-enynes - vinylcarbamates - organometallic - nickel - magnesium acetylides