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dc.contributor.authorEverson, Jack
dc.contributor.authorKiefel, Milton J
dc.date.accessioned2020-03-31T23:48:03Z
dc.date.available2020-03-31T23:48:03Z
dc.date.issued2019
dc.identifier.issn0022-3263
dc.identifier.doi10.1021/acs.joc.9b02015
dc.identifier.urihttp://hdl.handle.net/10072/392532
dc.description.abstractThe efficient synthesis of a range of structurally related butenolides has been observed while we were exploring the substrate-scope of a Horner–Wadsworth–Emmons (HWE) reaction. While aliphatic aldehydes gave the expected HWE product, aromatic aldehydes furnished butenolides, resulting from the dimerization of the HWE product during desilylation of the initially formed HWE adduct. In addition to isolating butenolides in a high yield, we have also determined precisely when dimerization occurs.
dc.description.peerreviewedYes
dc.languageEnglish
dc.publisherAmerican Chemical Society
dc.relation.ispartofpagefrom15226
dc.relation.ispartofpageto15235
dc.relation.ispartofissue23
dc.relation.ispartofjournalJournal of Organic Chemistry
dc.relation.ispartofvolume84
dc.subject.fieldofresearchMedicinal and Biomolecular Chemistry
dc.subject.fieldofresearchOrganic Chemistry
dc.subject.fieldofresearchcode0304
dc.subject.fieldofresearchcode0305
dc.subject.keywordsScience & Technology
dc.subject.keywordsPhysical Sciences
dc.subject.keywordsChemistry, Organic
dc.subject.keywordsChemistry
dc.subject.keywordsLEGIONAMINIC ACID
dc.titleSynthesis of Butenolides via a Horner-Wadsworth-Emmons Cascading Dimerization Reaction
dc.typeJournal article
dc.type.descriptionC1 - Articles
dcterms.bibliographicCitationEverson, J; Kiefel, MJ, Synthesis of Butenolides via a Horner-Wadsworth-Emmons Cascading Dimerization Reaction, Journal of Organic Chemistry, 2019, 84 (23), pp. 15226-15235
dc.date.updated2020-03-23T01:24:41Z
dc.description.versionPost-print
gro.rights.copyrightThis document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of Organic Chemistry, copyright 2019 American Chemical Society, after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.joc.9b02015
gro.hasfulltextFull Text
gro.griffith.authorKiefel, Milton
gro.griffith.authorEverson, Jack G.


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