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The first total synthesis of echinomycin (1) was accomplished by featuring the late-stage construction of the thioacetal moiety via Pummerer rearrangement and simultaneous cyclization, as well as two-directional elongation of the peptide chains to construct a C2-symmetrical bicyclic octadecadepsipeptide bridged with a sulfide linkage. This strategy can be applicable to a variety of echinomycin analogues.

Citation

Keita Kojima, Fumika Yakushiji, Akira Katsuyama, Satoshi Ichikawa. Total Synthesis of Echinomycin and Its Analogues. Organic letters. 2020 Jun 05;22(11):4217-4221

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PMID: 32379459

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