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- W2951357193 abstract "L-Malic acid (2) reacts with trifluoroacetic anhydride under anhydrous conditions to give (S)-trifluoroacetoxy-succinic acid anhydride (3). The anhydride 3 undergoes regioselective ring opening with an excess of anilines or primary aliphatic amines leading to N-substituted-(S)-3-hydroxy-succinamic acids (4a–g). Structural elucidation of the reaction products 4a–g was based on analytical and spectroscopic data and on an X-ray structure analysis of 4b. Secondary aliphatic amines react with 3 by condensation and subsequent elimination to furnish N,N′-disubstituted fumaric acid amides 5a, b. Some N-substituted-2-hydroxysuccinamic acids (7a,b) were also prepared for spectral comparison with the 3-hydroxy compounds." @default.
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- W2951357193 date "1998-01-01" @default.
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- W2951357193 title "On the reaction of (S)-trifluoroacetoxysuccinic anhydride with amines to produce hydroxysuccinamic (malamic) acid derivatives" @default.
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- W2951357193 doi "https://doi.org/10.1002/prac.19983400805" @default.
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