The Convergent Synthesis of Polyether Ionophore Antibiotics: The Synthesis of the Monensin Bis(tetrahydrofuran) via the Claisen Rearrangement of an Ester Enolate with a β-Leaving Group

Article abstract of DOI:10.1021/ja00297a038

The monensin bis(tetrahydrofuran) 25, a versatile intermediate for the synthesis of polyether ionophore antibiotics, is prepared from D-xylose and D-mannose.In the key step, in situ silylation of an ester enolate with a β-leaving group allows the tetrahyd