Synthesis of <i>O</i>‐linked Cyclitol Analogues of Gilvocarcin M and Antibacterial Activity

Abstract Two unnatural regioisomeric glycosylated Gilvocarcin analogues were proposed as model compounds to study the origin behind biosynthetic development of Gilvocarcins, a class bioactive C ‐aryl glycoside natural products. More specifically, origins O ‐ ‐glycoside migration in evolution biosynthesis for these classes Angucycline antibiotic For stability reasons 5a‐carbasugar motif was used mimic sugar portion molecule and synthetic ease abiotic rearrangement move analogue along with its linkage. The two synthesized by regio‐divergent pathway featured Mitsunobu‐like invertive cyclictolization reaction install carbasugar motif. evaluated M control. Only one isomers showing weak activity compared M.