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dc.contributor.authorOuchakour, Lamiaa
dc.contributor.authorÁbrahámi, Renáta A.
dc.contributor.authorForró, Enikő
dc.contributor.authorHaukka, Matti
dc.contributor.authorFülöp, Ferenc
dc.contributor.authorKiss, Lorand
dc.date.accessioned2019-03-27T11:00:03Z
dc.date.available2019-11-17T22:36:19Z
dc.date.issued2019
dc.identifier.citationOuchakour, L., Ábrahámi, R. A., Forró, E., Haukka, M., Fülöp, F., & Kiss, L. (2019). Stereocontrolled synthesis of fluorine-containing piperidine γ-amino acid derivatives. <i>European Journal of Organic Chemistry</i>, <i>2019</i>(12), 2202-2211. <a href="https://doi.org/10.1002/ejoc.201801540" target="_blank">https://doi.org/10.1002/ejoc.201801540</a>
dc.identifier.otherCONVID_28725167
dc.identifier.otherTUTKAID_79541
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/63304
dc.description.abstractAn efficient synthetic approach for the construction of fluorine‐containing piperidine γ‐amino acid derivatives has been developed. The synthetic concept was based on oxidative ring opening of an unsaturated bicyclic γ‐lactam (Vince‐lactam) through its ring C=C bond, followed by double reductive amination of the diformyl intermediate performed with various fluoroalkylamines. The method has been extended towards the access of alkylated and perfluoroalkylated substances and for γ‐lactam derivatives. The transformations proceeded with stereocontrol: the configuration of the stereocenters in the products were predetermined by the configuration of the chiral centers of the starting γ‐lactam. The method could be extended for the access to enantiopure piperidine γ‐amino esters.fi
dc.format.mimetypeapplication/pdf
dc.language.isoeng
dc.publisherWiley
dc.relation.ispartofseriesEuropean Journal of Organic Chemistry
dc.rightsIn Copyright
dc.subject.otherpiperidines
dc.subject.otherring closing
dc.subject.otherreductive amination
dc.titleStereocontrolled synthesis of fluorine-containing piperidine γ-amino acid derivatives
dc.typearticle
dc.identifier.urnURN:NBN:fi:jyu-201903261966
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Chemistryen
dc.contributor.oppiaineEpäorgaaninen ja analyyttinen kemiafi
dc.contributor.oppiaineInorganic and Analytical Chemistryen
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.date.updated2019-03-26T10:15:20Z
dc.description.reviewstatuspeerReviewed
dc.format.pagerange2202-2211
dc.relation.issn1434-193X
dc.relation.numberinseries12
dc.relation.volume2019
dc.type.versionacceptedVersion
dc.rights.copyright© 2019 WILEY
dc.rights.accesslevelopenAccessfi
dc.subject.ysokemiallinen synteesi
dc.subject.ysoaminohapot
dc.subject.ysoamiinit
dc.subject.ysopelkistys
dc.subject.ysofluori
dc.format.contentfulltext
jyx.subject.urihttp://www.yso.fi/onto/yso/p8468
jyx.subject.urihttp://www.yso.fi/onto/yso/p9530
jyx.subject.urihttp://www.yso.fi/onto/yso/p9219
jyx.subject.urihttp://www.yso.fi/onto/yso/p9117
jyx.subject.urihttp://www.yso.fi/onto/yso/p16439
dc.rights.urlhttp://rightsstatements.org/page/InC/1.0/?language=en
dc.relation.doi10.1002/ejoc.201801540


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