Synthetic studies towards the luzopeptins: New amino acid synthons through the aza-Achmatowicz reaction
Ciufolini, Marco A.
Master of Science
A new method for the enantioselective synthesis of unusual amino acids has been developed. The chemoenzymatic aza-Achmatowicz rearrangement of appropriate furylglycine derivatives provided nitrogenous synthons that were readily converted to amino acid building blocks. An application of the new chemistry to the synthesis of the unique pyridazine carboxylic acid component of luzopeptins is presented. Luzopeptin C has potent inhibitory activity towards the reverse transcriptase of HIV as the causative agent of AIDS.
Organic chemistry; Pharmaceutical chemistry