Rearrangement of Allyl Homoallyl Ethers to γ,δ-Unsaturated Carbonyl Compounds Catalyzed by Iridium Complexes

Takashi Higashino, Satoshi Sakaguchi and Yasutaka Ishii

*Department of Applied Chemistry, Faculty of Engineering & High Technology Research Center, Kansai University, Suita, Osaka 564-8680, Japan

T. Higashino, S. Sakaguchi, Y. Ishii, Org. Lett., 2000, 2, 4193-4195.

DOI: 10.1021/ol0067437

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Abstract

Iridium complexes catalyze a conversion of allyl homoallyl ethers to γ,δ-unsaturated carbonyl compounds in toluene at 100°C. The reaction proceeds through double bond migration to allyl vinyl ethers, which then undergo the Claisen rearrangement.

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Key Words

γ,δ-unsaturated carbonyl compounds, Claisen Rearrangement

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ID: J54-Y2000