Article ID Journal Published Year Pages File Type
5217830 Tetrahedron 2013 5 Pages PDF
Abstract

In a sequential three-component coupling syncarpic acid, 3-methylbutanal and an acylated phloroglucinol were combined to the hydroxy ketone 3. Acid catalysis converted 3 directly to the natural product rhodomyrtosone B (2). The other isomer, the antibiotic rhodomyrtone (1) was obtained from 3 in a sequence of acid-catalyzed cyclization, retro Friedel-Crafts reaction, and reacylation. In preliminary assays both compounds showed potent antibiotic activity.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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