Total Synthesis of Seongsanamide B
Sadegh Shabani, Craig A Hutton
Organic Letters | AMER CHEMICAL SOC | Published : 2020
The first total synthesis of the bicyclic depsipeptide natural product seongsanamide B is described. The successful approach employed solid-phase peptide synthesis of a core heptapeptide, incorporating on-resin esterification, followed by solution-phase macrolactamization and a late stage intramolecular Evans-Chan-Lam coupling to generate the biaryl ether of the isodityrosine unit.
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Awarded by Australian Research Council
This work was supported by the Australian Research Council (DP180101804). S.S. acknowledges an award from the Albert Shimmins Fund, University of Melbourne. The authors acknowledge the support of the Bio21 Molecular Science and Biotechnology Institute MSP and Peptide Technologies facilities.