Morkunas, M., Dube, L., Götz, F., Maier, M.E. (2013)
Tetrahedron, 69(40), 8559-8563
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. The other isomer, the antibiotic rhodomyrtone 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.
Subject headings: Acylphloroglucinols; Natural products; Antibiotics; Knoevenagel condensation; Retro Friedel-Crafts acylation
Find the full text: http://www.sciencedirect.com/science/article/pii/S0040402013012258
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Type: Journal Article
Serial number: 1249