Direct Racemic Mixture Synthesis of Fluorinated Amino Acids by Perfluoroalkyl Radical Addition to Dehydroamino Acids Terminated by Asymmetric Protonation

The development of efficient methods for the synthesis and purification of chiral organic compounds is a challenge in modern science and technology. Pharmaceutically and agro-chemically important compounds are especially required in optically pure form. We report the racemic mixture synthesis of β-perfluoroalkyl α-amino acids, which is based on the In-mediated addition of perfluoroalkyl radicals to dehydroamino acids followed by asymmetric protonation. All the enantiomers can be separated by using a single chiral HPLC column, without orthogonal use of a fluorous column.

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