Stereoselective Synthesis of 3-Substituted Ethyl (Z)-4,4,4-Trifluoro-2-formylamino-2-butenoates

Stereoselective Synthesis of 3-Substituted Ethyl (Z)-4,4,4-Trifluoro-2-formylamino-2-butenoates

ABSTRACT 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 β-trifluoromethyl substituted amino acids, is described. Key step is the Schöllkopf formylamino-methylenation...

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Veröffentlicht in:Synthesis (Stuttgart) 2005-02, Vol.2005 (2), p.306-310
Hauptverfasser: Enders, Dieter, Chen, Zai-Xin, Raabe, Gerhard
Format: Artikel
Sprache:eng
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Zusammenfassung:ABSTRACT 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 β-trifluoromethyl substituted amino acids, is described. Key step is the Schöllkopf formylamino-methylenation protocol starting from ethyl isocyanoacetate and trifluoromethyl ketones.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-2004-834922