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Ring-Closing Metathesis of Functionalized Acetylene Derivatives: A New Entry into Cycloalkynes
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1998
Year
Chemical EngineeringFunctionalized AcetyleneEngineeringHeterocyclicAlkene MetathesisRing-closing MetathesisRing-closing MetathesesOrganic ChemistryTungsten Alkylidyne CatalystOrganometallic CatalysisCatalysisFunctionalized MacrocyclesChemistryNew EntryHeterocycle ChemistryAsymmetric CatalysisEnantioselective SynthesisBiomolecular Engineering
A tungsten alkylidyne catalyst is the key to achieving ring-closing metatheses of diynes to form functionalized macrocycles [Eq. (a)]. Partial reduction of the cycloalkynes provides stereoselective Z-configured cycloalkenes, which are currently inaccessible by conventional alkene metathesis.