Synthesis of arylallenes by palladium-catalyzed retro-propargylation of homopropargyl alcohols |
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| Authors: | Hayashi Sayuri Hirano Koji Yorimitsu Hideki Oshima Koichiro |
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| Affiliation: | Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo-ku, Kyoto 615-8510, Japan. |
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| Abstract: | Treatment of tertiary homopropargyl alcohol with aryl halide under palladium catalysis provided arylallenes regioselectively. The reaction includes retro-propargylation, which proceeds in a concerted fashion via a cyclic transition state and transfers the stereochemistry of homopropargyl alcohols through C-C bond cleavage. The present method enables the use of homopropargyl alcohols as allenylmetal equivalents. |
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