4.5 Article

Stereoselective synthesis of 3-substituted ethyl (Z)-4,4,4-trifluoro-2-formylamino-2-butenoates

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 2, Pages 306-310

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2004-834922

Keywords

organofluorine compounds; dehydro amino acids; stereoselective synthesis; isocyanoacetate; formylamino-methylenation

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The straightforward and completely (Z)-stereoselective synthesis of various 3-substituted ethyl 4,4,4-trifluoro-2-formylamino-2-butenoates, useful dehydro amino acid precursors of P-trifluoromethyl substituted amino acids, is described. Key step is the Schollkopf formylamino-methylenation protocol starting from ethyl isocyanoacetate and trifluoromethyl ketones.

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