Welcome to the new version of CaltechAUTHORS. Login is currently restricted to library staff. If you notice any issues, please email coda@library.caltech.edu
Published April 2011 | public
Journal Article

Mechanistic Studies of Enantioselective N-aryl, N-alkyl NHC Ruthenium Metathesis Catalysts in Asymmetric Ring-Opening Cross-Metathesis


Olefin metathesis is used widely for the construction of carbon-carbon double bonds and has extensive applications in organic and polymer synthesis, as well as materials chemistry. A symmetric metathesis provides an attractive methodology for synthesizing enantiopure molecules, and significant efforts have been directed toward the development of enantioselective catalysts. A symmetric ring-opening cross-metathesis (AROCM)(Scheme 1) has been employed as the key step in several total syntheses, affording the desired product in excellent enantiomeric excess (ee). Applications of AROCM have also been pursued in the synthesis of biologically relevant molecules. Imparting chirality from the catalyst to the substrate is challenging, and has been the focus of catalyst design for this purpose.

Additional Information

© 2011 New Zealand Institute of Chemistry. This research was supported by the National Science Foundation through a Graduate Research Fellowship to Renee Thomas. The authors acknowledge Dr. Scott Virgil for helpful discussions. We thank the NSF and NIH for funding.

Additional details

August 19, 2023
October 23, 2023