Novel synthesis of (Z)-difluoroacrylates via a highly stereoselective addition-elimination reaction |
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Authors: | Yamada Shigeyuki Noma Mayumi Konno Tsutomu Ishihara Takashi Yamanaka Hiroki |
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Affiliation: | Department of Chemistry and Materials Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan. |
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Abstract: | [STRUCTURE: SEE TEXT] On treating readily prepared benzyl 2,3,3-trifluoroacrylate with various Grignard reagents, e.g., aryl-, alkyl-, or alkenylmagnesium halide, in the presence of a catalytic amount of copper(I) salt in THF at -78 degrees C for 1 h, the corresponding alpha,beta-difluoroacrylates were obtained in 54-98% yields with high Z-selectivity. |
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