Stereoselective total synthesis of penaresidin A starting from d-galactal

A stereoselective total synthesis of penaresidin A has been accomplished involving Sharpless asymmetric epoxidation, regioselective ring-opening of epoxide, azetidine formation via SN2 reaction, Jung’s protocol, and Julia–Kocienski olefination. This approach has successfully demonstrated the synthetic utility of d-galactal in the construction of azetidine core of the natural product.