In situ generation of 3,3,3-trifluoropropanal and its use for carbon-carbon bond-forming reactions |
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| Authors: | Yamazaki Takashi Kobayashi Rei Kitazume Tomoya Kubota Toshio |
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| Institution: | Center of Future Nanomaterials, Institute of Symbiotic Sciences 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: | The DIBAL reduction of 2-phenylethyl 3,3,3-trifluoro-2-methylpropionate 2 at -78 degrees C afforded the aluminum acetal 3, and this intermediate, on worming up to 0 degrees C, was found to slowly decompose into the corresponding aldehyde 4, which smoothly reacted with appropriate nucleophiles in a one-pot manner in good to excellent yields with up to 93% diastereoselectivity. |
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