Synthesis of 2'-epi-Distichonic Acid A, an Iron-Chelating Amino Acid Derivative

Abstract

2'-epi-Distichonic acid A (4b), an iron-chelating amino acid derivative was synthesized starting from L-vinylglycine epoxide (6b). Reaction of 6b with glycine ester 17 afforded a β-hydroxy amino acid derivative (18). Reductive coupling of 21 derived from 18 with L-malic-β-semialdehyde (25) gave 2'-epi-distichonic acid A (4b) after deprotection.