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Updated: Jul 7, 2025

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Matteson Homologation-Based Total Synthesis of Meliponamycin A
1Organic Chemistry I, Saarland University, Campus Building C4.2, D-66123 Saarbrücken, Germany.
Abstract:
The first total synthesis of meliponamycin A, an antimicrobial cyclodepsipeptide isolated from Streptomyces, is reported. Two key building blocks, the substituted tetrahydropyranyl side chain and an azido analogue of protected β-hydroxyleucine, were constructed via iterative Matteson homologations. A fragment coupling of a tetrapeptide, a depsidipeptide building block, macrocyclization, Staudinger reduction, and N-acylation are further steps in the synthesis.
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