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Intramolecular Diels-Alder reactions of ester-linked 1,3,8-nonatrienes

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Cayzer, Tory; Paddon-Row, Michael; Moran, Damian; Payne, Alan; Turner, Peter; Sherburn, Michael

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Penta-1,3-dienyl acrylates undergo kinetically controlled intramolecular Diels-Alder (IMDA) reactions and DFT calculations (B3LYP/6-31+G(d)) predict stereoselectivities that are in very good agreement with the experimental values. The nature of the diene

dc.contributor.authorCayzer, Tory
dc.contributor.authorPaddon-Row, Michael
dc.contributor.authorMoran, Damian
dc.contributor.authorPayne, Alan
dc.contributor.authorTurner, Peter
dc.contributor.authorSherburn, Michael
dc.date.accessioned2015-12-13T22:53:11Z
dc.identifier.issn0022-3263
dc.identifier.urihttp://hdl.handle.net/1885/81699
dc.description.abstractPenta-1,3-dienyl acrylates undergo kinetically controlled intramolecular Diels-Alder (IMDA) reactions and DFT calculations (B3LYP/6-31+G(d)) predict stereoselectivities that are in very good agreement with the experimental values. The nature of the diene
dc.publisherAmerican Chemical Society
dc.sourceJournal of Organic Chemistry
dc.subjectKeywords: Acrylics; Reaction kinetics; Strain; Dienes; Intramolecular Diels-Alder (IMDA) reactions; Stereoselectivity; Steric effects; Esters; 1,3,8 nonatriene derivative; acrylic acid derivative; alkadiene; alkene; ester; penta 1,3 dienyl acrylate derivative; uncl
dc.titleIntramolecular Diels-Alder reactions of ester-linked 1,3,8-nonatrienes
dc.typeJournal article
local.description.notesImported from ARIES
local.description.refereedYes
local.identifier.citationvolume70
dc.date.issued2005
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.absfor030505 - Physical Organic Chemistry
local.identifier.ariespublicationMigratedxPub10001
local.type.statusPublished Version
local.contributor.affiliationCayzer, Tory, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationPaddon-Row, Michael, University of New South Wales
local.contributor.affiliationMoran, Damian, University of Sydney
local.contributor.affiliationPayne, Alan, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationSherburn, Michael, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationTurner, Peter, University of Sydney
local.description.embargo2037-12-31
local.bibliographicCitation.issue14
local.bibliographicCitation.startpage5561
local.bibliographicCitation.lastpage5570
local.identifier.doi10.1021/jo0505829
dc.date.updated2015-12-11T10:55:03Z
local.identifier.scopusID2-s2.0-22144483796
CollectionsANU Research Publications

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