A NEW SYNTHETIC METHOD OF 3-ACYLTETRONIC ACID DERIVATIVES AND ITS APPLICATION TO THE SYNTHESIS OF ISOASPERTETRONIN A(ISOGREGATIN A)

Article abstract of DOI:10.1016/S0040-4039(00)88588-3

A new synthetic method of 3-acyltetronic acid derivatives from the corresponding 3-bromo compound via lithiation with n-BuLi followed either by acylation with acid chloride or better by first reacting with aldehyde and then subsequent oxidation with active MnO2 is described.A revised structure 10 for aspertetronin A(gregatin A) was presented based on the synthesis of the proposed structure 8 and spectral comparison of a model compound 12 with the natural product.