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Novel Synthesis of (Z)-Difluoroacrylates via a Highly Stereoselective Addition−Elimination Reaction

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journal contribution
posted on 2006-03-02, 00:00 authored by Shigeyuki Yamada, Mayumi Noma, Tsutomu Konno, Takashi Ishihara, Hiroki Yamanaka
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 °C for 1 h, the corresponding α,β-difluoroacrylates were obtained in 54−98% yields with high Z-selectivity.

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