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dc.contributor.authorAxelsson, Anton
dc.contributor.authorWesterlund, Mathias
dc.contributor.authorZacharias, Savannah C.
dc.contributor.authorRunemark, August
dc.contributor.authorHaukka, Matti
dc.contributor.authorSundén, Henrik
dc.date.accessioned2021-07-08T07:29:24Z
dc.date.available2021-07-08T07:29:24Z
dc.date.issued2021
dc.identifier.citationAxelsson, A., Westerlund, M., Zacharias, S. C., Runemark, A., Haukka, M., & Sundén, H. (2021). Asymmetric Synthesis of Dihydropyranones with Three Contiguous Stereocenters by an NHC‐Catalyzed Kinetic Resolution. <i>European Journal of Organic Chemistry</i>, <i>2021</i>, 3657-3661. <a href="https://doi.org/10.1002/ejoc.202100491" target="_blank">https://doi.org/10.1002/ejoc.202100491</a>
dc.identifier.otherCONVID_98929885
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/77054
dc.description.abstractAn oxidative NHC-catalyzed kinetic resolution (KR) of racemic mixtures is presented. The developed reaction furnishes tricyclic dihydropyranones with three contiguous stereocenters in excellent dia- and enantioselectivity, with good-to-moderate yields. Mechanistic studies indicate that the rate-determining step of the reaction is the formation of the Breslow intermediate, while the selectivity determining step occurs later in the mechanism. The presented methodology enables rapid synthesis of complex structures in a single step.en
dc.format.mimetypeapplication/pdf
dc.language.isoeng
dc.publisherWiley
dc.relation.ispartofseriesEuropean Journal of Organic Chemistry
dc.rightsCC BY 4.0
dc.titleAsymmetric Synthesis of Dihydropyranones with Three Contiguous Stereocenters by an NHC‐Catalyzed Kinetic Resolution
dc.typearticle
dc.identifier.urnURN:NBN:fi:jyu-202107084240
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Chemistryen
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.description.reviewstatuspeerReviewed
dc.format.pagerange3657-3661
dc.relation.issn1434-193X
dc.relation.volume2021
dc.type.versionpublishedVersion
dc.rights.copyright© 2021 The Authors. European Journal of Organic Chemistry published by Wiley-VCH GmbH
dc.rights.accesslevelopenAccessfi
dc.subject.ysosynteesi
dc.subject.ysokemialliset reaktiot
dc.subject.ysokemiallinen synteesi
dc.format.contentfulltext
jyx.subject.urihttp://www.yso.fi/onto/yso/p8467
jyx.subject.urihttp://www.yso.fi/onto/yso/p3658
jyx.subject.urihttp://www.yso.fi/onto/yso/p8468
dc.rights.urlhttps://creativecommons.org/licenses/by/4.0/
dc.relation.doi10.1002/ejoc.202100491
jyx.fundinginformationFunding from the Swedish Research Council (VR 2014-04664 and Formas 2016-00484, 2019-00699) is gratefully acknowledged.S.C.Z. thanks Olle Engkvist Stiftelse and Å-forsk Foundation for thepostdoctoral fellowship funding


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