Low Catalyst Loadings in Olefin Metathesis: Synthesis of Nitrogen Heterocycles by Ring-Closing Metathesis
Organic Letters2010Vol. 12(5), pp. 984–987
Citations Over TimeTop 10% of 2010 papers
Kevin M. Kuhn, T.M. Champagne, Soon Hyeok Hong, Wenhao Wei, Andrew Nickel, Choon Woo Lee, Scott C. Virgil, Robert H. Grubbs, Richard L. Pederson
Abstract
A series of ruthenium catalysts have been screened under ring-closing metathesis (RCM) conditions to produce five-, six-, and seven-membered carbamate-protected cyclic amines. Many of these catalysts demonstrated excellent RCM activity and yields with as low as 500 ppm catalyst loadings. RCM of the five-membered carbamate series could be run neat, the six-membered carbamate series could be run at 1.0 M, and the seven-membered carbamate series worked best at 0.2-0.05 M.
Related Papers
- → Mechanochemical Ruthenium-Catalyzed Olefin Metathesis(2015)174 cited
- → Ring-Closing Olefin Metathesis for the Synthesis of Phosphorus Containing Heterocycles(2000)45 cited
- → Synthesis of β-bisabolol by ring-closing olefin metathesis reaction(2005)3 cited
- → An Easily Assembled Highly Active Ruthenium Initiator for Olefin Metathesis(2004)1 cited
- → ChemInform Abstract: Removing Ruthenium Residues from Olefin Metathesis Reaction Products.(2012)