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Divergent Synthesis of Quinolone Natural Products from Pseudonocardia sp. CL38489
Stephen M Geddis1, Laura Carro1, James T Hodgkinson1
1Department of Chemistry University of Cambridge Lensfield Road CB2 1EW Cambridge UK.
Abstract:
Two divergent synthetic routes are reported offering access to four quinolone natural products from Pseudonocardia sp. CL38489. Key steps to the natural products involved a regioselective epoxidation, an intramolecular Buchwald-Hartwig amination and a final acid-catalysed 1,3-allylic-alcohol rearrangement to give two of the natural products in one step. This study completes the synthesis of all eight antibacterial quinolone natural products reported in the family. In addition, this modular strategy enables an improved synthesis towards two natural products previously reported.
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