Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 21, Pages 5401-5404Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201402310
Keywords
antimicrobial agents; heterocycles; natural products; stereoselectivity; total synthesis
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Funding
- North Carolina State University
- NCSU Department of Chemistry
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A five-step total synthesis of the marine natural product synoxazolidinoneA was achieved through a diastereoselective imine acylation/cyclization cascade. Synoxazolidinone B and a series of analogues were also prepared to explore the potential of these 4-oxazolidinone natural products as antimicrobial agents. These studies confirmed the importance of the chlorine substituent for antimicrobial activity and revealed simplified dichloro derivatives that are equally potent against several bacterial strains.
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