Abstract:
A chiron approach to stereoselective route for the synthesis of aminocytitols from carbohydrates is described. The formal synthesis of (+)-conduramine E and (-)-conduramine E was achieved by utilizing this strategy. The key features of the synthetic strategy include one pot three component Petasis-Borono-Mannich reaction to introduce the syn-ß-amino alcohol functionality of conduramine E and ring closing metathesis to construct its carbocyclic core. The present synthetic approach paves the way for stereoselective synthesis of several conduramines starting from carbohydrates