Publication:
Synthesis of Colibactin Pyrrolidono[3,4-d]pyridones via Regioselective C(sp3)–H Activation

Date

Date

Date
2020
Journal Article
Published version
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cris.lastimport.scopus2025-06-07T03:34:46Z
cris.lastimport.wos2025-06-23T02:00:56Z
cris.virtual.orcidhttps://orcid.org/0000-0003-3053-0689
cris.virtualsource.orcid423757d4-b8af-419a-bc08-c425c5c49daa
dc.contributor.institutionUniversity of Zurich
dc.date.accessioned2021-01-20T13:11:54Z
dc.date.available2021-01-20T13:11:54Z
dc.date.issued2020-09-04
dc.description.abstractThe synthesis of pyrrolidono[3,4-d]pyridones of relevance to putative genotoxic colibactin structures featuring a doubly conjugated 1,6-Michael acceptor system is reported. We investigated and implemented a highly selective Pd-catalyzed C(sp3)–H activation reaction as a key step and further functionalized the pyridone core. Evaluating the role of this structural unit of relevance to colibactin, we found that this structure displayed a high degree of stability toward both acidic conditions and nucleophiles.
dc.identifier.doi10.1021/acs.orglett.0c02385
dc.identifier.issn1523-7052
dc.identifier.scopus2-s2.0-85090483827
dc.identifier.urihttps://www.zora.uzh.ch/handle/20.500.14742/177909
dc.identifier.wos000569377600033
dc.language.isoeng
dc.subjectPhysical and Theoretical Chemistry
dc.subjectOrganic Chemistry
dc.subjectBiochemistry
dc.subject.ddc540 Chemistry
dc.titleSynthesis of Colibactin Pyrrolidono[3,4-d]pyridones via Regioselective C(sp3)–H Activation
dc.typearticle
dcterms.accessRightsinfo:eu-repo/semantics/openAccess
dcterms.bibliographicCitation.journaltitleOrganic Letters
dcterms.bibliographicCitation.number17
dcterms.bibliographicCitation.originalpublishernameAmerican Chemical Society (ACS)
dcterms.bibliographicCitation.pageend6862
dcterms.bibliographicCitation.pagestart6858
dcterms.bibliographicCitation.volume22
dspace.entity.typePublicationen
uzh.contributor.affiliationUniversity of Zurich
uzh.contributor.affiliationUniversity of Zurich
uzh.contributor.affiliationUniversity of Zurich
uzh.contributor.affiliationUniversity of Zurich
uzh.contributor.authorIlazi, Agron
uzh.contributor.authorHuang, Bin
uzh.contributor.authorde Almeida Campos, Valery
uzh.contributor.authorGademann, Karl
uzh.contributor.correspondenceNo
uzh.contributor.correspondenceNo
uzh.contributor.correspondenceNo
uzh.contributor.correspondenceYes
uzh.document.availabilitypostprint
uzh.eprint.datestamp2021-01-20 13:11:54
uzh.eprint.lastmod2025-06-23 02:06:04
uzh.eprint.statusChange2021-01-20 13:11:54
uzh.harvester.ethYes
uzh.harvester.nbNo
uzh.identifier.doi10.5167/uzh-196834
uzh.jdb.eprintsId20837
uzh.oastatus.unpaywallgreen
uzh.oastatus.zoraGreen
uzh.publication.citationIlazi, Agron; Huang, Bin; de Almeida Campos, Valery; Gademann, Karl (2020). Synthesis of Colibactin Pyrrolidono[3,4-d]pyridones via Regioselective C(sp3)–H Activation. Organic Letters, 22(17):6858-6862.
uzh.publication.originalworkoriginal
uzh.publication.publishedStatusfinal
uzh.scopus.impact2
uzh.scopus.subjectsBiochemistry
uzh.scopus.subjectsPhysical and Theoretical Chemistry
uzh.scopus.subjectsOrganic Chemistry
uzh.workflow.doajuzh.workflow.doaj.false
uzh.workflow.eprintid196834
uzh.workflow.fulltextStatuspublic
uzh.workflow.revisions44
uzh.workflow.rightsCheckkeininfo
uzh.workflow.sourceCrossRef:10.1021/acs.orglett.0c02385
uzh.workflow.statusarchive
uzh.wos.impact2
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