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dc.contributor.authorLorentzen, Marianne
dc.contributor.authorBayer, Annette
dc.contributor.authorSydnes, Magne Olav
dc.contributor.authorJørgensen, Kåre Bredeli
dc.date.accessioned2016-09-23T11:00:03Z
dc.date.available2016-09-23T11:00:03Z
dc.date.issued2015-09-03
dc.description.abstractThe first syntheses of tubastrine and 3-dehydroxy tubastrine are described. The target compounds were prepared in four consecutive steps from commercially available starting materials. The central scaffold was formed by a microwave-assisted C–N cross-coupling reaction between 1,3-bis(<i>tert</i>-butoxycarbonyl)-guanidine and (<i>E</i>)-((4-(2-iodovinyl)-1,2-phenylene)bis(oxy))bis(<i>tert</i>-butyldimethylsilane) and (<i>E</i>)-<i>tert</i>-butyl(4-(2-iodovinyl)phenoxy)–dimethylsilane, respectively. The aryl vinyl iodides were obtained by a Hunsdiecker–Borodin-type reaction of aryl acrylic acids, which were easily available from <i>trans</i>-caffeic acid or <i>trans-p</i>-coumaric acid.en_US
dc.description.sponsorshipThis work has received support from the University of Stavanger and the Research Council of Norway through a project grant (224790/O30).en_US
dc.descriptionAccepted manuscript version. Publisher's version available at <a href=http://dx.doi.org/10.1016/j.tet.2015.09.003>http://dx.doi.org//10.1016/j.tet.2015.09.003</a>.en_US
dc.identifier.citationTetrahedron 71( 2015):8278-8284en_US
dc.identifier.cristinIDFRIDAID 1262112
dc.identifier.doi10.1016/j.tet.2015.09.003
dc.identifier.issn1464-5416
dc.identifier.issn0040-4020
dc.identifier.urihttps://hdl.handle.net/10037/9747
dc.language.isoengen_US
dc.publisherElsevieren_US
dc.relation.projectIDNorges forskningsråd: 224790
dc.relation.projectIDNorges forskningsråd: 224790
dc.rights.accessRightsopenAccess
dc.subjectVDP::Matematikk og Naturvitenskap: 400::Kjemi: 440::Organisk kjemi: 441en_US
dc.subjectNatural product synthesisen_US
dc.subjectC-N cross-couplingen_US
dc.subjectHunsdiecker-Borodin reactionen_US
dc.subjectTubastrineen_US
dc.subjectMicrowave-assisted reactionen_US
dc.titleTotal synthesis of tubastrine and 3-dehydroxy tubastrine by microwave-assisted cross-coupling reactionsen_US
dc.typeJournal articleen_US
dc.typeTidsskriftartikkelen_US
dc.typePeer revieweden_US


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