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Total Synthesis of Kalimantacin A

Lookup NU author(s): Professor Paul RaceORCiD

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Abstract

Copyright © 2020 American Chemical Society. The kalimantacins make up a family of hybrid polyketide-nonribosomal peptide-derived natural products that display potent and selective antibiotic activity against multidrug resistant strains of Staphylococcus aureus. Herein, we report the first total synthesis of kalimantacin A, in which three fragments are prepared and then united via Sonogashira and amide couplings. The enantioselective synthetic approach is convergent, unlocking routes to further kalimantacins and analogues for structure-activity relationship studies and clinical evaluation.

Publication metadata

Author(s): Davies JA, Bull FM, Walker PD, Weir ANM, Lavigne R, Masschelein J, Simpson TJ, Race PR, Crump MP, Willis CL

Publication type: Article

Publication status: Published

Journal: Organic Letters

Year: 2020

Volume: 22

Issue: 16

Pages: 6349-6353

Print publication date: 21/08/2020

Online publication date: 10/08/2020

Acceptance date: 02/07/2020

ISSN (print): 1523-7060

ISSN (electronic): 1523-7052

Publisher: American Chemical Society

URL: https://doi.org/10.1021/acs.orglett.0c02190

DOI: 10.1021/acs.orglett.0c02190

PubMed id: 32806153

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