A New Stereocontrolled Synthetic Route to (−)-Echinosporin from <scp>d</scp>-Glucose via Padwa Allenylsulfone [3 + 2]-Anionic Cycloadditive Elimination

Abstract

A new formal total synthesis of (-)-echinosporin has been developed based upon the Padwa [3 + 2]-cycloadditive elimination reaction of allenylsulfone 4 with the D-glucose-derived enone 14 which provides cycloadduct 12.