Total synthesis of rhodonoids A B, E, and F, enabled by singlet oxygen ene reactions

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dc.contributor.authorBurchill, L.
dc.contributor.authorGeorge, J.H.
dc.date.issued2020
dc.description.abstractSinglet oxygen is a versatile reagent for the selective oxidation of organic compounds under mild reaction conditions. It is frequently invoked in biosynthetic pathways, so it is especially suitable for application in the biomimetic synthesis of natural products. Herein, we show that use of the singlet oxygen ene reaction, combined with [2 + 2] cycloadditions, leads to concise, divergent, and redox-economic total syntheses of several polycyclic members of the rhodonoid family of meroterpenoids.
dc.description.statementofresponsibilityLaura Burchill and Jonathan H. George
dc.identifier.citationJournal of Organic Chemistry, 2020; 85(4):2260-2265
dc.identifier.doi10.1021/acs.joc.9b02968
dc.identifier.issn0022-3263
dc.identifier.issn1520-6904
dc.identifier.orcidGeorge, J.H. [0000-0002-7330-2160]
dc.identifier.urihttp://hdl.handle.net/2440/127462
dc.language.isoen
dc.publisherAmerican Chemical Society
dc.relation.granthttp://purl.org/au-research/grants/arc/FT170100437
dc.rights© 2020 American Chemical Society
dc.source.urihttps://doi.org/10.1021/acs.joc.9b02968
dc.subjectSinglet Oxygen
dc.subjectBiological Products
dc.subjectBiomimetics
dc.subjectOxidation-Reduction
dc.subjectCycloaddition Reaction
dc.titleTotal synthesis of rhodonoids A B, E, and F, enabled by singlet oxygen ene reactions
dc.typeJournal article
pubs.publication-statusPublished

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