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A chemoenzymatic total synthesis of the protoilludane aryl ester (+)-Armillarivin

Schwartz, Brett; Matousova, Eliska; White, Richard; Banwell, Martin; Willis, Anthony

Description

The title natural product, 1, has been synthesized in 20 steps from the enantiomerically pure cis-1,2-dihydrocatechol 2, itself obtained through the whole-cell biotransformation of toluene. The pivotal steps in the reaction sequence involve a Diels-Alder

dc.contributor.authorSchwartz, Brett
dc.contributor.authorMatousova, Eliska
dc.contributor.authorWhite, Richard
dc.contributor.authorBanwell, Martin
dc.contributor.authorWillis, Anthony
dc.date.accessioned2015-12-10T23:02:55Z
dc.identifier.issn1523-7060
dc.identifier.urihttp://hdl.handle.net/1885/61959
dc.description.abstractThe title natural product, 1, has been synthesized in 20 steps from the enantiomerically pure cis-1,2-dihydrocatechol 2, itself obtained through the whole-cell biotransformation of toluene. The pivotal steps in the reaction sequence involve a Diels-Alder
dc.publisherAmerican Chemical Society
dc.sourceOrganic Letters
dc.subjectKeywords: armillarivin; biological product; cyclopentane derivative; cyclopentenone; ester; protoilludane; sesquiterpene; article; chemical structure; chemistry; stereoisomerism; synthesis; Biological Agents; Cyclopentanes; Esters; Molecular Structure; Sesquiterpen
dc.titleA chemoenzymatic total synthesis of the protoilludane aryl ester (+)-Armillarivin
dc.typeJournal article
local.description.notesImported from ARIES
local.identifier.citationvolume15
dc.date.issued2013
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationu4005981xPUB654
local.type.statusPublished Version
local.contributor.affiliationSchwartz, Brett, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationMatousova, Eliska, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationWhite, Richard, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationBanwell, Martin, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationWillis, Anthony, College of Physical and Mathematical Sciences, ANU
local.description.embargo2037-12-31
local.bibliographicCitation.issue8
local.bibliographicCitation.startpage1934
local.bibliographicCitation.lastpage1937
local.identifier.doi10.1021/ol400583c
local.identifier.absseo970103 - Expanding Knowledge in the Chemical Sciences
dc.date.updated2016-02-24T10:25:33Z
local.identifier.scopusID2-s2.0-84876520284
local.identifier.thomsonID000318001400037
CollectionsANU Research Publications

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