Synthesis and Revised Structure of Garuganin III

Article abstract of DOI:10.1021/jo00076a036

Macrocyclic β-methoxy enones 6 and 1-3, i.e., garuganin III and its constitutional and stereoisomers, were synthesized using an isoxazole synthon for the introduction of the β-methoxy enone function.Ring closure was accomplished by an intramolecular Wittig reaction.Compound 6 rather than 1, as suggested previously, was found to have an 1H-NMR spectrum and a mp identical to those of garuganin III.