A Rapid Synthesis of 4‐Oxazolidinones: Total Synthesis of Synoxazolidinones A and B1. Issue 21 (7th April 2014)

• Record Type: Journal Article
• Authors: Shymanska, Nataliia V.; An, Il Hwan; Pierce, Joshua G.
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 21(2014)
• Page Start: 5401
• Page End: 5404
• Publication Date: 2014-04-07
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201402310
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>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.</p> </abstract>