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Published May 30, 2002 | public
Journal Article

Synthesis of Symmetrical Trisubstituted Olefins by Cross Metathesis


Trisubstituted alkenes have been prepared via intermolecular olefin cross-metathesis (CM) between α-olefins and symmetrically 1,1-disubstituted olefins using an imidazolylidene ruthenium benzylidene complex. Of particular interest is the synthesis of isoprenoid/prenyl groups by a simple solvent-free CM reaction with isobutylene. In addition, prenyl groups can also be installed by a cross-metathesis of 2-methyl-2-butene with a variety of α-olefins at room temperature with low catalyst loadings.

Additional Information

© 2002 American Chemical Society. Received April 5, 2002. Publication Date (Web): May 4, 2002. The authors would like to thank Dr. Eric F. Connor, Dr. F. Dean Toste, Dr. Jennifer A. Love, John P. Morgan, and Tina M. Trnka for useful discussions and encouragement. Support has been generously provided by the National Institutes of Health.

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