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Exploiting multiple nucleophilic sites on pyrrole for the assembly of polyheterocyclic frameworks: application to a formal total synthesis of (±)-aspidospermidine

Banwell, Martin; Smith, Jason A

Description

The tricyclic ketone 19, an advanced intermediate in Aubé's recently reported synthesis of aspidospermidine (4), is prepared in twelve steps from pyrrole (3). The key transformations involve a previously described intramolecular Michael addition reaction

dc.contributor.authorBanwell, Martin
dc.contributor.authorSmith, Jason A
dc.date.accessioned2015-12-13T22:22:44Z
dc.date.available2015-12-13T22:22:44Z
dc.identifier.issn1470-4358
dc.identifier.urihttp://hdl.handle.net/1885/72397
dc.description.abstractThe tricyclic ketone 19, an advanced intermediate in Aubé's recently reported synthesis of aspidospermidine (4), is prepared in twelve steps from pyrrole (3). The key transformations involve a previously described intramolecular Michael addition reaction
dc.publisherRoyal Society of Chemistry
dc.sourceJournal of the Chemical Society, Perkin Transactions 1
dc.subjectKeywords: Addition reactions; Derivatives; Friedel-Crafts reaction; Hydrogenation; Synthesis (chemical); Michael addition reactions; Ketones
dc.titleExploiting multiple nucleophilic sites on pyrrole for the assembly of polyheterocyclic frameworks: application to a formal total synthesis of (±)-aspidospermidine
dc.typeJournal article
local.description.notesImported from ARIES
local.description.refereedYes
dc.date.issued2002
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationMigratedxPub3225
local.type.statusPublished Version
local.contributor.affiliationBanwell, Martin, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationSmith, Jason A, College of Physical and Mathematical Sciences, ANU
local.bibliographicCitation.issue23
local.bibliographicCitation.startpage2613
local.bibliographicCitation.lastpage2618
dc.date.updated2015-12-11T07:58:40Z
local.identifier.scopusID2-s2.0-0037038994
CollectionsANU Research Publications

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