Synthesis of C4‐Acyl‐tetrofuranosides and C5‐Acyl‐pentopyranosides Enabled by the Liebeskind‐Srogl Cross‐Coupling Reaction.

An efficient and versatile protocol for the synthesis of C4‐acyl‐tetrofuranosides and C5‐acyl‐pentopyranosides has been established via the Liebeskind‐Srogl cross‐coupling reaction of various uronic acid‐derived thioesters and a wide range of arylboronic acids. Distinctive features of this transformation include mild reaction conditions, broad substrate scopes, impressive compatibility with a wide array of functional groups, and retention of stereochemical configurations. Dapagliflozin‐derived thioester is also amenable to this transformation, demonstrating the potential of this strategy in the late‐stage modifications of the active pharmaceuticals. [ABSTRACT FROM AUTHOR]