Bioinspired Synthesis of Platensimycin from Natural ent-Kaurenoic Acids
Álvaro Pérez1, José F Quílez Del Moral1, Alberto Galisteo1
1Department of Organic Chemistry, Institute of Biotechnology, University of Granada, 18071 Granada, Spain.
Abstract:
The biomimetic formal synthesis of the antibiotic platensimycin for the treatment of infection by multidrug-resistant bacteria was accomplished starting from either ent-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 ent-kaurenoic acid at C11 and the efficient protocol for the A-ring degradation of the diterpene framework.
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