Preparation of CF3-containing 1,3-di- and 1,1,3-trisubstituted allenes |
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Authors: | Yamazaki Takashi Yamamoto Takahiro Ichihara Ritsuko |
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Institution: | Strategic Research Initiative for Future Nano-Science and Technology, Institute of Symbiotic Science and Technology, Tokyo University of Agriculture and Technology, 2-24-16, Nakamachi, Koganei 184-8588, Japan. tyamazak@cc.tuat.ac.jp |
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Abstract: | Novel synthetic pathway to access trifluoromethylated allenes with 1,3-di- as well as 1,1,3-trisubstitution patterns was developed from a variety of 4,4,4-trifluorobut-2-yn-1-ols which were then transformed into the corresponding vinylic iodides in highly regio- and stereospecific manners, and zinc-mediated beta-elimination after trifluoroacetylation of the hydroxyl group eventually realized the formation of the target molecules in good to excellent overall yields in facile and short steps. |
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