Synthesis of C22-C28 substituted Tetrahydropyran fragment of Eribulin

Abstract

We report a stereoselective synthesis of the C22-C28 substituted tetrahydropyran fragment of eribulin, using commercially available isoascorbic acid as the starting material. This synthetic route features a highly efficient sequence of reactions, including lactonization, conjugate addition, and an intramolecular oxa-Michael addition, which serve as the key transformations. The approach provides access to the desired tetrahydropyran fragment in a concise and stereoselective manner.