Bioinspired Synthesis of Platensimycin from Natural -Kaurenoic Acids.

Org Lett

Department of Organic Chemistry, Institute of Biotechnology, University of Granada, 18071 Granada, Spain.

Published: July 2023

The biomimetic formal synthesis of the antibiotic platensimycin for the treatment of infection by multidrug-resistant bacteria was accomplished starting from either -kaurenoic acid or grandiflorenic acid, each of which is a natural compound available in multigram scale from its natural source. Apart from the natural origin of the selected precursors, the keys of the described approach are the long-distance functionalization of -kaurenoic acid at C11 and the efficient protocol for the A-ring degradation of the diterpene framework.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10391625PMC
http://dx.doi.org/10.1021/acs.orglett.3c01470DOI Listing

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