Hexafluoroacetone as a protecting and activating reagent: Synthesis of new types of fluoro-substituted α-amino, α-hydroxy and α-mercapto acids

Abstract:

Starting from (S)-aspartic, (S)-malic, (S)-citramalic and (S,R)-thiomalic acid, new types of 4,4-difluoro-substituted α-amino-, α-hydroxy- and α-mercaptopentanoic acids have been synthesized, applying hexafluoroacetone as protecting and activating reagent. The new partially fluorinated α-functionalized carboxylic acids represent interesting monomers for peptide and depsipeptide modification and for rational design and elucidation of secondary structure.

Año de publicación:

2004

Keywords:

• Mercapto acids
• amino acids
• Hydroxy acids
• Fluorine
• Peptides

Fuente:

scopus

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