A Facile Synthesis of a (±)-2,3-Disubstituted Maleic Anhydride Segment of Tautomycin [1]

Abstract

A convenient method for construction of a (±)-2,3-disubstituted maleic anhydride segment of antibiotic tautomycin is reported. The key steps involved in the synthesis are chemoselective condensation of diethyl malonate with 2-(bromomethyl)-3-methylmaleic anhydride (3) and regioselective NBS-bromination of the maleic anhydride derivative 7.

Tautomycin - antifungal antibiotic - regioselective NBS-bromination - part structure synthesis

References

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NCL Communication No. 6605.

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