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The Intramolecular Carboxyarylation Approach to Podophyllotoxin

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dc.contributor.authorReynolds, Aaronen_AU
dc.contributor.authorScott, Andrewen_AU
dc.contributor.authorTurner, Craigen_AU
dc.contributor.authorSherburn, Michaelen_AU
dc.date.accessioned2015-12-13T23:06:04Z
dc.date.issued2003
dc.date.updated2015-12-12T08:03:30Z
dc.description.abstractSince 1960, only seven plant-derived anticancer drugs have received FDA approval for commercial production. Two are semisynthetic derivatives of podophyllotoxin. This paper describes concise, highly convergent, and conceptually novel approaches to (-)-podophyllotoxin and its enantiomer. These highly convergent syntheses feature a late-stage domino radical reaction to install the lactone ring and the pendant trimethoxyphenyl group.
dc.identifier.issn0002-7863
dc.identifier.urihttp://hdl.handle.net/1885/85847
dc.publisherAmerican Chemical Society
dc.sourceJournal of the American Chemical Society
dc.subjectKeywords: podophyllotoxin; article; arylation; bioavailability; derivatization; enantiomer; epimerization; esterification; methodology; molecular interaction; solubilization; Podophyllotoxin; Stereoisomerism
dc.titleThe Intramolecular Carboxyarylation Approach to Podophyllotoxin
dc.typeJournal article
local.bibliographicCitation.issue40
local.bibliographicCitation.lastpage12109
local.bibliographicCitation.startpage12108
local.contributor.affiliationReynolds, Aaron, University of Sydney
local.contributor.affiliationScott, Andrew, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationTurner, Craig, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationSherburn, Michael, College of Physical and Mathematical Sciences, ANU
local.contributor.authoruidScott, Andrew, u2526224
local.contributor.authoruidTurner, Craig, u4054591
local.contributor.authoruidSherburn, Michael, u4053118
local.description.embargo2037-12-31
local.description.notesImported from ARIES
local.description.refereedYes
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationMigratedxPub14514
local.identifier.citationvolume125
local.identifier.doi10.1021/ja0376588
local.identifier.scopusID2-s2.0-0141888982
local.type.statusPublished Version

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