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dc.contributor.authorHolmstedt, Suvi
dc.contributor.authorGeorge, Lijo
dc.contributor.authorKoivuporras, Alisa
dc.contributor.authorValkonen, Arto
dc.contributor.authorCandeias, Nuno R.
dc.date.accessioned2021-02-01T11:24:12Z
dc.date.available2021-02-01T11:24:12Z
dc.date.issued2020
dc.identifier.citationHolmstedt, S., George, L., Koivuporras, A., Valkonen, A., & Candeias, N. R. (2020). Deoxygenative Divergent Synthesis : En Route to Quinic Acid Chirons. <i>Organic Letters</i>, <i>22</i>(21), 8370-8375. <a href="https://doi.org/10.1021/acs.orglett.0c02995" target="_blank">https://doi.org/10.1021/acs.orglett.0c02995</a>
dc.identifier.otherCONVID_42346865
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/73916
dc.description.abstractThe installation of vicinal mesylate and silyl ether groups in a quinic acid derivative generates a system prone for stereoselective borane-catalyzed hydrosilylation through a siloxonium intermediate. The diversification of the reaction conditions allowed the construction of different defunctionalized fragments foreseen as useful synthetic fragments. The selectivity of the hydrosilylation was rationalized on the basis of deuteration experiments and computational studies.en
dc.format.mimetypeapplication/pdf
dc.languageeng
dc.language.isoeng
dc.publisherAmerican Chemical Society (ACS)
dc.relation.ispartofseriesOrganic Letters
dc.rightsIn Copyright
dc.subject.otherredox reactions
dc.subject.otherreaction products
dc.subject.otherbond cleavage
dc.subject.otherethers
dc.subject.otherhydrosilylation
dc.titleDeoxygenative Divergent Synthesis : En Route to Quinic Acid Chirons
dc.typearticle
dc.identifier.urnURN:NBN:fi:jyu-202102011373
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Chemistryen
dc.contributor.oppiaineOrgaaninen kemiafi
dc.contributor.oppiaineOrganic Chemistryen
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.description.reviewstatuspeerReviewed
dc.format.pagerange8370-8375
dc.relation.issn1523-7060
dc.relation.numberinseries21
dc.relation.volume22
dc.type.versionacceptedVersion
dc.rights.copyright© 2020 American Chemical Society
dc.rights.accesslevelopenAccessfi
dc.relation.grantnumber314343
dc.subject.ysohapetus-pelkistysreaktio
dc.subject.ysoeetterit
dc.subject.ysoorgaaniset yhdisteet
dc.subject.ysokemiallinen synteesi
dc.format.contentfulltext
jyx.subject.urihttp://www.yso.fi/onto/yso/p28877
jyx.subject.urihttp://www.yso.fi/onto/yso/p3840
jyx.subject.urihttp://www.yso.fi/onto/yso/p3841
jyx.subject.urihttp://www.yso.fi/onto/yso/p8468
dc.rights.urlhttp://rightsstatements.org/page/InC/1.0/?language=en
dc.relation.doi10.1021/acs.orglett.0c02995
dc.relation.funderSuomen Akatemiafi
dc.relation.funderAcademy of Finlanden
jyx.fundingprogramAkatemiatutkijan tutkimuskulut, SAfi
jyx.fundingprogramResearch costs of Academy Research Fellow, AoFen
jyx.fundinginformationThe Academy of Finland is duly acknowledged for financial support to N.R.C. (Decisions No. 326487 and 326486) and to A. V. (No. 314343). Finnish Cultural Foundation is acknowledged for financial support to S.H. (00190336).


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