Total synthesis of herboxidiene, a complex polyketide from Streptomyces species A7847

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dc.contributor.authorBanwell, Martin
dc.contributor.authorMcLeod, Malcolm
dc.contributor.authorPremraj, Rajaratnam
dc.contributor.authorSimpson, Gregory Wayne
dc.date.accessioned2015-12-13T23:20:05Z
dc.date.available2015-12-13T23:20:05Z
dc.date.issued2000
dc.date.updated2015-12-12T09:01:54Z
dc.description.abstractA formal total synthesis of the polyketide herboxidiene (1) has been achieved by Homer-Wittig coupling of the side-chain fragment 12-epi-(2) with the tetrahydropyran-2-acetic acid derivative (3) followed by desilylation of the resulting triene (19) and hydroxyl-directed mono-epoxidation of the ensuing bis-homoallylic alcohol (20).
dc.identifier.issn0033-4545
dc.identifier.urihttp://hdl.handle.net/1885/90553
dc.publisherInternational Union of Pure and Applied Chemistry
dc.sourcePure and Applied Chemistry
dc.subjectKeywords: acetic acid derivative; allyl alcohol; herboxidiene; hydroxyl group; polyketide; tetrahydropyran derivative; unclassified drug; chemical reaction; conference paper; epoxidation; nonhuman; priority journal; reaction analysis; Streptomyces; synthesis
dc.titleTotal synthesis of herboxidiene, a complex polyketide from Streptomyces species A7847
dc.typeJournal article
local.bibliographicCitation.issue9
local.bibliographicCitation.lastpage1634
local.bibliographicCitation.startpage1631
local.contributor.affiliationBanwell, Martin, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationMcLeod, Malcolm, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationPremraj, Rajaratnam, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationSimpson, Gregory Wayne, CSIRO
local.contributor.authoruidBanwell, Martin, u9500594
local.contributor.authoruidMcLeod, Malcolm, u4045340
local.contributor.authoruidPremraj, Rajaratnam, u9704038
local.description.notesImported from ARIES
local.description.refereedYes
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationMigratedxPub20944
local.identifier.citationvolume72
local.identifier.scopusID2-s2.0-0034583411
local.type.statusPublished Version

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