Total Syntheses of Kirkamide and N‐acetyl ent‐Conduramine B‐1

Abstract The second total synthesis of recently isolated new C 7 N aminocyclitol, kirkamide, has been developed. The enantiopure epoxide derived from N ‐acetylglucosamine in few steps was used as a synthon to accomplish the metal free synthesis of kirkamide and N ‐acetyl ent ‐conduramine B‐1 in gram scale. The key synthetic steps involve stereoselective epoxidation, acid mediated regioselective epoxide ring opening followed by selective olefination.