Convergent Total Synthesis of the Siderophore Piscibactin as Its Ga Complex.

The siderophore piscibactin is a key virulence factor involved in the iron uptake of pathogenic bacteria subsp. and , responsible for the fish diseases photobacterioisis (pasteurellosis) and vibriosis, respectively. A convergent total synthesis of its Ga complex using l-/d-cysteine as chiral agents and Meldrum's acid is described. A Staudinger reduction/Aza-Wittig process in the synthesis of the acid-sensitive β-hydroxy-2,4-disubstituted thiazoline moiety and the convenient protecting groups was a key step in this synthesis.