Stereoselective synthesis of (−)-conduramine C-1 and (−)-conduramine D-1

A highly stereoselective approach to aminocyclohexenetriols conduramine C-1 1 and conduramine D-1 2 has been described. Conduramines are structural units of some biologically active natural products such as (+)-lycoricidine and (+)-narciclasine. The strategy developed by us for their synthesis is general in nature to make related skeletons and also the molecules containing conduramine structural unit. The key reactions are Grignard addition on glycosylamine, ring closing metathesis (RCM), and Mitsunobu inversion.