A Rapid Synthesis of 4‐Oxazolidinones: Total Synthesis of Synoxazolidinones A and B |
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| Authors: | Nataliia V Shymanska Il Hwan An Prof Joshua G Pierce |
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| Institution: | Department of Chemistry, North Carolina State University, 2620 Yarbrough Drive, Raleigh NC 27695 (USA) http://www.ncsu.edu/chemistry/jgp |
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| Abstract: | A five‐step total synthesis of the marine natural product synoxazolidinone A 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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| Keywords: | antimicrobial agents heterocycles natural products stereoselectivity total synthesis |
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