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Rh-Catalyzed Reactions of Ethers Containing Sulfonylacetylenes
D. Shikanai, H. Murase, T. Hata, H. Urabe*
Tokyo Institute of Technology, Yokohama, Japan
25 May 2009 (online)
The authors discovered two new reactions of ethers containing sulfonylacetylenes. In dry toluene, benzyl ethers are isomerized to dihydropyrans. When water is present in the solvent, the ethers are converted into ketoolefins. As the authors proposed, both reactions undergo the same intermediate to generate their products, respectively. The reactions are highly regio- and stereoselective.