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Thermal ene reactions of methyl 3,3,3-trifluoro-2-R-sulfonyliminopropionates. Synthesis of γ,δ-unsaturated derivatives ofα-amino α-trifluoromethylcarboxylic acids

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Abstract

Thermal ene reactions of methyl 3,3,3-trifluoro-2-methanesulfonyliminopropionate and methyl 2-benzenesulfonylimino-3,3,3-trifluoropropionate with terminal alkenes afford derivatives of γ,δ-unsaturated α-amino α-trifluoromethylcarboxylic acids in one step.

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Kobel"kova, N.M., Osipov, S.N. & Kolomiets, A.F. Thermal ene reactions of methyl 3,3,3-trifluoro-2-R-sulfonyliminopropionates. Synthesis of γ,δ-unsaturated derivatives ofα-amino α-trifluoromethylcarboxylic acids. Russian Chemical Bulletin 50, 1041–1043 (2001). https://doi.org/10.1023/A:1011373403583

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