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Published December 14, 2005 | Supplemental Material
Journal Article Open

Prevention of Undesirable Isomerization during Olefin Metathesis

Abstract

1,4-Benzoquinones have been found to prevent olefin isomerization of a number of allylic ethers and long-chain aliphatic alkenes during ruthenium-catalyzed olefin metathesis reactions. Electron-deficient benzoquinones are the most effective additives for the prevention of olefin migration. This mild, inexpensive, and effective method to block olefin isomerization increases the synthetic utility of olefin metathesis via improvement of overall product yield and purity.

Additional Information

© 2005 American Chemical Society. Received 4 May 2005. Published online 15 November 2005. Published in print 1 December 2005. We would like to thank the National Science Foundation for financial support.

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