Catalytic Ring Closing Metathesis of Dienynes: Construction of Fused Bicyclic [n.m.0] Rings
The Journal of Organic Chemistry1996Vol. 61(3), pp. 1073–1081
Citations Over TimeTop 1% of 1996 papers
Abstract
Ruthenium carbene 1 (Cl2(PCy3)2RuCHCHCPh2) mediates the efficient and selective conversion of acyclic dienynes to fused bicyclic [n.m.0] rings containing five-, six-, and seven-membered rings. Studies with various X-substituted acetylenes (X = H, alkyls, Ph, CO2Me, SnBu3, TMS, Cl, Br, I) suggest that the dienyne metathesis is sensitive not only to these substituents but also to the catalysts employed. Among the various metal alkylidenes examined, only the ruthenium catalyst 1 exhibited metathesis activity for a range of substrates. These observations further expand the scope of catalytic RCM for the construction of complex organic compounds.
Related Papers
- → Ruthenium Metathesis Catalysts with Saturated Unsymmetrical N-Heterocyclic Carbene Ligands(2005)148 cited
- → Ruthenium Metathesis Catalysts with Imidazole Ligands(2023)2 cited
- → A New Route to Crown Ethers by Ruthenium-Catalyzed Ring Closing Metathesis(1996)47 cited
- → Facile one-step synthesis of bis(NHC) ruthenium benzylidene catalyst for ring-closing metathesis(2007)27 cited
- → Efficient ruthenium metathesis catalysts containing carborane ligands(2013)9 cited