We report an efficient, stereocontrolled, and chromatography-free synthesis of the novel broad spectrum antibiotic GDC-5338. The route features the construction of a functionalized tripeptide backbone, a high-yielding macrocyclization via a Pd-catalyzed Suzuki−Miyaura reaction, and the late-stage elaboration of key amide bonds with minimal stereochemical erosion.

Stereocontrolled synthesis of arylomycin-based gram-negative antibiotic GDC-5338

ACS Fall 2020 Virtual Meeting

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