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Total synthesis of (±)-rhazinal, an alkaloidal spindle toxin from Kopsia teoi

Banwell, Martin; Edwards, Alison; Jolliffe, Katrina; Smith, Jason A; Hamel, Ernest; Verdier-Pinard, Pascal

Description

The title alkaloid I and its B-nor-congener 3, both of which display potent and unusual anti-mitotic properties, have been synthesized in racemic form and characterised by single-crystal X-ray analysis.

dc.contributor.authorBanwell, Martin
dc.contributor.authorEdwards, Alison
dc.contributor.authorJolliffe, Katrina
dc.contributor.authorSmith, Jason A
dc.contributor.authorHamel, Ernest
dc.contributor.authorVerdier-Pinard, Pascal
dc.date.accessioned2015-12-13T23:05:58Z
dc.identifier.issn1477-0520
dc.identifier.urihttp://hdl.handle.net/1885/85802
dc.description.abstractThe title alkaloid I and its B-nor-congener 3, both of which display potent and unusual anti-mitotic properties, have been synthesized in racemic form and characterised by single-crystal X-ray analysis.
dc.publisherRoyal Society of Chemistry
dc.sourceOrganic and Biomolecular Chemistry
dc.subjectKeywords: Addition reactions; Alcohols; Hydrogenation; Molecular structure; Negative ions; Olefins; Single crystals; Substitution reactions; Synthesis (chemical); X ray analysis; Bromination; Deprotonation; Electrocyclic ring-opening reaction; Gem-dibromocyclopropa
dc.titleTotal synthesis of (±)-rhazinal, an alkaloidal spindle toxin from Kopsia teoi
dc.typeJournal article
local.description.notesImported from ARIES
local.description.refereedYes
local.identifier.citationvolume1
dc.date.issued2003
local.identifier.absfor030499 - Medicinal and Biomolecular Chemistry not elsewhere classified
local.identifier.ariespublicationMigratedxPub14460
local.type.statusPublished Version
local.contributor.affiliationBanwell, Martin, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationEdwards, Alison, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationJolliffe, Katrina, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationSmith, Jason A, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationHamel, Ernest, National Institutes of Health
local.contributor.affiliationVerdier-Pinard, Pascal, National Institutes of Health
local.description.embargo2037-12-31
local.bibliographicCitation.issue2
local.bibliographicCitation.startpage296
local.bibliographicCitation.lastpage305
local.identifier.doi10.1039/b209992f
dc.date.updated2015-12-12T08:03:09Z
local.identifier.scopusID2-s2.0-0037601344
CollectionsANU Research Publications

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