Diastereoselective Synthesis and Diversification of Highly Functionalized Cyclopentanones

DC FieldValueLanguage
dc.contributor.authorBaumann, Marcus-
dc.contributor.authorBaxendale, Ian R.-
dc.date.accessioned2021-11-09T16:15:55Z-
dc.date.available2021-11-09T16:15:55Z-
dc.date.copyright2018 Georg Thiemeen_US
dc.date.issued2018-02-15-
dc.identifier.citationSynthesisen_US
dc.identifier.issn0039-7881-
dc.identifier.urihttp://hdl.handle.net/10197/12608-
dc.description.abstractAn efficient entry into highly substituted cyclopentanones is presented based on functionalizing cyclopentenones by means of an aza-Michael reaction with different aniline nucleophiles. The excellent diastereoselectivity of this process is ascribed to H-bonding between a tertiary alcohol and the incoming nucleophiles. Additionally, the functionalization of the parent cyclopentenones via the Baylis-Hillman reaction is demonstrated. Together, these transformations showcase the elaboration of a simple precursor by installation of versatile functionalities at either the α- or β-position of the embedded enone and thus represent valuable methods for the construction of diversely functionalized cyclopentanones.en_US
dc.language.isoenen_US
dc.publisherGeorg Thiemeen_US
dc.subjectCyclopentanoneen_US
dc.subjectAza-Michael reactionen_US
dc.subjectBaylis-Hillman reactionen_US
dc.subjectDiastereoselectivityen_US
dc.subjectH-bondingen_US
dc.subjectGreen chemistryen_US
dc.titleDiastereoselective Synthesis and Diversification of Highly Functionalized Cyclopentanonesen_US
dc.typeJournal Articleen_US
dc.internal.authorcontactothermarcus.baumann@ucd.ieen_US
dc.statusPeer revieweden_US
dc.identifier.volume50en_US
dc.identifier.issue4en_US
dc.identifier.startpage753en_US
dc.identifier.endpage759en_US
dc.identifier.doi10.1055/s-0036-1591745-
dc.neeo.contributorBaumann|Marcus|aut|-
dc.neeo.contributorBaxendale|Ian R.|aut|-
dc.description.othersponsorshipRoyal Societyen_US
dc.description.admin2020-10-06 JG: PDF replaced with correct versionen_US
dc.date.updated2020-09-21T18:34:31Z-
dc.rights.licensehttps://creativecommons.org/licenses/by-nc-nd/3.0/ie/en_US
item.fulltextWith Fulltext-
item.grantfulltextopen-
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