Vinyl ketones to allenes: preparation of 1,3-dien-2-yl triflates and their application in Pd-catalyzed reactions with soft nucleophiles |
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| Authors: | Ogasawara Masamichi Ge Yonghui Uetake Koichi Takahashi Tamotsu |
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| Affiliation: | Catalysis Research Center and Graduate School of Pharmaceutical Sciences, Hokkaido University, and SORST, Japan Science and Technology Agency (JST), Kita-ku, Sapporo 001-0021, Japan. ogasawar@cat.hokudai.ac.jp |
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| Abstract: | [chemical reaction: see text]. A general route of converting alkenyl ketones to functionalized allenes was developed. Substituted 1,3-dien-2-yl triflates, which were prepared from the alkenyl ketones via silyl dienol ethers, were excellent substrates for the palladium-catalyzed reaction with soft nucleophiles giving the multisubstituted allenes in high yields. Comparison between the dienyl triflates and analogous bromodienes in the Pd-catalyzed reaction was studied as well. |
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