Study On Asymmetric Transamination Of Ketonic Acid

Amino acids are a kind of very important organic compounds which are the basic structural units of proteins and vital nutrients for biological organisms. The synthesis of amino acids has obtained much attention in organic chemistry community. Biomimetic transamination of α-keto acids is a highly attractive strategy for the synthesis of amino acids. The development biomimetic transamination by using chiral pyridoxals as artificial transaminase has great application potential and is theoretically important.We designed and synthesized a series of chiral pyridoxal derivatives which displayed good catalytic activity and promising enantioselective control ability in transamination of α-keto acids. The reaction starts with the transamination of pyridoxal with 2,2-Diphenylglycine to form chiral pyridoxamine. The chiral pyridoxamine transfers its NH2 group to α-keto acid to form α-amino acid and regenerate pyridoxal Catalyst, completing the catalytic cycle. By following the transformation, a series of optically active α-amino acids were prepared in good yield with promising ee from the corresponding keto acids under mild conditions.