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Total Synthesis of (±)-Vibsanin E

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Schwartz, Brett; Denton, Justin R; Davies, Huw ML; Williams, Craig

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Vibsanin E (1), a structurally rare complex diterpene, consisting of a compact 3-oxatricyclo[6.3.2.05,10] tridecane core and an unprecedented 3,3-dimethylacroyl enol ester functional group, formulate a considerable synthetic challenge. Williams and Davies failed to independently synthesize this nemesis, however, a 'two heads are better than one' approach delivered the first total synthesis of the molecule, since its diamond aniversary isolation.

dc.contributor.authorSchwartz, Brett
dc.contributor.authorDenton, Justin R
dc.contributor.authorDavies, Huw ML
dc.contributor.authorWilliams, Craig
dc.date.accessioned2015-12-10T22:53:57Z
dc.identifier.issn0004-9425
dc.identifier.urihttp://hdl.handle.net/1885/59576
dc.description.abstractVibsanin E (1), a structurally rare complex diterpene, consisting of a compact 3-oxatricyclo[6.3.2.05,10] tridecane core and an unprecedented 3,3-dimethylacroyl enol ester functional group, formulate a considerable synthetic challenge. Williams and Davies failed to independently synthesize this nemesis, however, a 'two heads are better than one' approach delivered the first total synthesis of the molecule, since its diamond aniversary isolation.
dc.publisherCSIRO Publishing
dc.sourceAustralian Journal of Chemistry
dc.subjectKeywords: Diterpenes; Enol esters; Total synthesis; Williams; Esters; Olefins; Functional groups
dc.titleTotal Synthesis of (±)-Vibsanin E
dc.typeJournal article
local.description.notesImported from ARIES
local.identifier.citationvolume62
dc.date.issued2009
local.identifier.absfor030502 - Natural Products Chemistry
local.identifier.ariespublicationu4005981xPUB498
local.type.statusPublished Version
local.contributor.affiliationSchwartz, Brett, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationDenton, Justin R, State University of New York
local.contributor.affiliationDavies, Huw ML, Emory University
local.contributor.affiliationWilliams, Craig, University of Queensland
local.description.embargo2037-12-31
local.bibliographicCitation.issue9
local.bibliographicCitation.startpage980
local.bibliographicCitation.lastpage982
local.identifier.doi10.1071/CH09267
local.identifier.absseo970103 - Expanding Knowledge in the Chemical Sciences
dc.date.updated2016-02-24T10:24:29Z
local.identifier.scopusID2-s2.0-70349303786
CollectionsANU Research Publications

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