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Ruthenium-Catalyzed Cycloisomerizations of 1,6- and 1,7-Enynes

Barry M. Trost* and F. Dean Toste

*Department of Chemistry, Stanford University Stanford, California 94305

B. M. Trost, F. D. Toste, J. Am. Chem. Soc., 2000, 122, 714-715.

DOI: 10.1021/ja993401r

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A cationic ruthenium catalyst tolerates the use of 1,2-di- and trisubstituted olefins in intramolecular ene-type reactions for the formation of five- and six-membered rings. A wide range of functional groups and of alkene and alkyne substitution has little effect on the course of the reaction. A striking example of the extreme mildness of the ruthenium catalyst system is the formation of silyl enol ethers.

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ID: J48-Y2000