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Synthesis of Enynes Through Condensation of Acetylides with Vinylcarbamates under Nickel (0) Catalysis
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1995
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Asymmetric CatalysisChemical EngineeringNovel OrganocatalystsEngineeringHeterocyclicOrganic ChemistryOrganometallic CatalysisCatalysisZ-vinyl CarbamatesEnynes Through CondensationChemistryMagnesium BromideHeterocycle ChemistryNew AccessEnantioselective Synthesis
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.