Divergent Synthesis of Quinolone Natural Products from <i>Pseudonocardia</i> sp. CL38489

Stephen M. Geddis(University of Cambridge), L. Carro(University of Cambridge), James T. Hodgkinson(University of Cambridge), David R. Spring(University of Cambridge)
European Journal of Organic Chemistry
October 13, 2016
Cited by 16Open Access
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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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