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Multicomponent Diene-Transmissive Diels-Alder Sequences Featuring Aminodendralenes

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dc.contributor.authorTan, Siu Minen_AU
dc.contributor.authorWillis, Anthony Cen_AU
dc.contributor.authorPaddon-Row, Michael Nen_AU
dc.contributor.authorSherburn, Michaelen_AU
dc.date.accessioned2018-11-16T06:18:46Z
dc.date.available2018-11-16T06:18:46Z
dc.date.issued2016-02-24
dc.description.abstract1-Aminodecalins were prepared from acyclic precursors by combining the powerful twofold diene-transmissive Diels-Alder chemistry of [3]dendralenes with the simplicity of enamine formation. On mixing at ambient temperature, a simple dienal condenses with a primary or secondary amine to generate the enamine, a 1-amino-[3]dendralene in situ, and this participates as a double diene in a sequence of two Diels-Alder events with separate dienophiles. Overall, four C-C bonds and one C-N bond are formed. Mechanistic insights into these reactions are provided by means of density functional theory calculations.en_AU
dc.format.mimetypeapplication/pdfen_AU
dc.identifier.urihttp://hdl.handle.net/1885/149538
dc.provenanceAuthor's Pre-print: green tick author can archive pre-print (ie pre-refereeing) Author's Post-print: grey tick subject to Restrictions below, author can archive post-print (ie final draft post-refereeing) Restrictions: 12 months embargo Publisher's Version/PDF: cross author cannot archive publisher's version/PDF General Conditions: Some journals have separate policies, please check with each journal directly On author's personal website, institutional repositories, arXiv, AgEcon, PhilPapers, PubMed Central, RePEc or Social Science Research Network Author's pre-print may not be updated with Publisher's Version/PDF Author's pre-print must acknowledge acceptance for publication Non-Commercial Publisher's version/PDF cannot be used Publisher source must be acknowledged with citation Must link to publisher version with set statement (see policy) If OnlineOpen is available, BBSRC, EPSRC, MRC, NERC and STFC authors, may self-archive after 12 monthsen_AU
dc.publisherWileyen_AU
dc.sourceAngewandte Chemie (International ed. in English)en_AU
dc.subjectdiels-alder reactionsen_AU
dc.subjectdensity functional calculationsen_AU
dc.subjectdomino reactionsen_AU
dc.subjectmulticomponent reactionsen_AU
dc.subjectpolycyclesen_AU
dc.titleMulticomponent Diene-Transmissive Diels-Alder Sequences Featuring Aminodendralenesen_AU
dc.typeJournal articleen_AU
dcterms.accessRightsOpen Accessen_AU
local.bibliographicCitation.issue9en_AU
local.bibliographicCitation.startpage3081-5en_AU
local.contributor.affiliationResearch School of Chemistryen_AU
local.identifier.citationvolume55en_AU
local.identifier.doi10.1002/anie.201510925en_AU
local.identifier.essn1521-3773en_AU
local.type.statusMetadata onlyen_AU

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