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Biomimetic total synthesis of cruentaren A via aromatization of diketodioxinones. 2012

Marianne Fouché, and Lisa Rooney, and Anthony G M Barrett
Department of Chemistry, Imperial College, London SW7 2AZ, England.

The total synthesis of cruentaren A, a biologically active resorcylate natural product, is reported. The aromatic unit was constructed via late-stage cyclization and aromatization from a diketodioxinone intermediate and macrocyclization using Fürstner ring-closing alkyne metathesis.

UI MeSH Term Description Entries
D007659 Ketones Organic compounds containing a carbonyl group Ketone
D003500 Cyclization Changing an open-chain hydrocarbon to a closed ring. (McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Cyclizations
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D018942 Macrolides A group of often glycosylated macrocyclic compounds formed by chain extension of multiple PROPIONATES cyclized into a large (typically 12, 14, or 16)-membered lactone. Macrolides belong to the POLYKETIDES class of natural products, and many members exhibit ANTIBIOTIC properties. Macrolide
D032701 Biomimetics An interdisciplinary field in materials science, ENGINEERING, and BIOLOGY, studying the use of biological principles for synthesis or fabrication of BIOMIMETIC MATERIALS. Mimetics, Biological,Bio-inspired Engineering,Biomimicry Engineering,Biomimicry Science,Bio inspired Engineering,Bio-inspired Engineerings,Biological Mimetic,Biological Mimetics,Biomimetic,Biomimicry Engineerings,Biomimicry Sciences,Engineering, Bio-inspired,Engineering, Biomimicry,Engineerings, Bio-inspired,Engineerings, Biomimicry,Mimetic, Biological,Science, Biomimicry,Sciences, Biomimicry

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