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Published March 5, 2010 | Supplemental Material + Accepted Version
Journal Article Open

Low Catalyst Loadings in Olefin Metathesis: Synthesis of Nitrogen Heterocycles by Ring-Closing Metathesis


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.

Additional Information

© 2010 American Chemical Society. Received December 30, 2009. Publication Date (Web): February 8, 2010. We gratefully acknowledge financial support from the DOE (DE-FG02-08ER15933), the NIH (5RO1 GM31332), and the Gordon and Betty Moore Foundation. We thank Dr. Xiaohong Bei and Dr. Daryl Allen, Materia Inc., for helpful discussions.

Attached Files

Accepted Version - nihms177987.pdf

Supplemental Material - ol9029808_si_001.pdf


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