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Prevention of Undesirable Isomerization during Olefin Metathesis

Soon Hyeok Hong, Daniel P. Sanders, Choon Woo Lee, and Robert H. Grubbs*

*Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, Email:

S. H. Hong, D. P. Sander, C. W. Lee, R. H. Grubbs, J. Am. Chem. Soc., 2005, 127, 17160-17161.

DOI: 10.1021/ja052939w


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. This mild, inexpensive, and effective method increases the overall product yield and purity.

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Key Words

Olefin Metathesis, 1,4-Benzoquinone

ID: J48-Y2005-2660