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Free, publicly-accessible full text available June 2, 2023
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Free, publicly-accessible full text available June 2, 2023
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Thiopeptides are a class of potent antibiotics with promising therapeutic potential. We developed a novel Mo( vi )-oxide/picolinic acid catalyst for the cyclodehydration of cysteine peptides to form thiazoline heterocycles. With this powerful tool in hand, we completed the total syntheses of two representative thiopeptide antibiotics: micrococcin P1 and thiocillin I. These two concise syntheses (15 steps, longest linear sequence) feature a C–H activation strategy to install the trisubstituted pyridine core and thiazole groups. The synthetic material displays promising antimicrobial properties measured against a series of Gram-positive bacteria.
