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Assembly of the 1-azaspiro[5.5]undecane framework associated with perhydrohistrionicotoxin via electrocyclic ring-opening of a ring-fused gem -dichlorocyclopropane and trapping of the resulting π-allyl cation by a tethered, nitrogen-centered nucleop

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Banwell, Martin; Vogt, Odette; Wu, Angela W

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The carbamate-tethered gem-dichlorocyclopropane 27 was prepared, as a mixture of epimers, in ten steps from commercially available β,γ-unsaturated nitrile 9. Upon treatment with silver acetate under a range of reaction conditions, compound 27 underwent

dc.contributor.authorBanwell, Martin
dc.contributor.authorVogt, Odette
dc.contributor.authorWu, Angela W
dc.date.accessioned2015-12-13T23:03:54Z
dc.identifier.issn0004-9425
dc.identifier.urihttp://hdl.handle.net/1885/85129
dc.description.abstractThe carbamate-tethered gem-dichlorocyclopropane 27 was prepared, as a mixture of epimers, in ten steps from commercially available β,γ-unsaturated nitrile 9. Upon treatment with silver acetate under a range of reaction conditions, compound 27 underwent
dc.publisherCSIRO Publishing
dc.sourceAustralian Journal of Chemistry
dc.subjectKeywords: Mixtures; Nitrogen; Positive ions; Solvents; Substrates; Electrocyclic ring-opening; Epimers; Sequential treatment; Paraffins
dc.titleAssembly of the 1-azaspiro[5.5]undecane framework associated with perhydrohistrionicotoxin via electrocyclic ring-opening of a ring-fused gem -dichlorocyclopropane and trapping of the resulting π-allyl cation by a tethered, nitrogen-centered nucleop
dc.typeJournal article
local.description.notesImported from ARIES
local.description.refereedYes
local.identifier.citationvolume59
dc.date.issued2006
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationMigratedxPub13367
local.type.statusPublished Version
local.contributor.affiliationBanwell, Martin, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationVogt, Odette, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationWu, Angela W, University of Melbourne
local.description.embargo2037-12-31
local.bibliographicCitation.issue7
local.bibliographicCitation.startpage415
local.bibliographicCitation.lastpage425
local.identifier.doi10.1071/CH06218
dc.date.updated2015-12-12T07:52:12Z
local.identifier.scopusID2-s2.0-33747685297
CollectionsANU Research Publications

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