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Carboxylate Catalysis : A Catalytic O-Silylative Aldol Reaction of Aldehydes and Ethyl Diazoacetate

dc.contributor.authorRiuttamäki, Saara
dc.contributor.authorBannykh, Anton
dc.contributor.authorPihko, Petri M.
dc.date.accessioned2023-10-02T11:32:12Z
dc.date.available2023-10-02T11:32:12Z
dc.date.issued2023
dc.identifier.citationRiuttamäki, S., Bannykh, A., & Pihko, P. M. (2023). Carboxylate Catalysis : A Catalytic O-Silylative Aldol Reaction of Aldehydes and Ethyl Diazoacetate. <i>Journal of Organic Chemistry</i>, <i>88</i>(20), 14396-14403. <a href="https://doi.org/10.1021/acs.joc.3c01304" target="_blank">https://doi.org/10.1021/acs.joc.3c01304</a>
dc.identifier.otherCONVID_188984786
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/89339
dc.description.abstractA mild catalytic variant of the aldol reaction between ethyl diazoacetate and aldehydes is described using a combination of N,O-bis(trimethylsilyl)acetamide and catalytic tetramethylammonium pivalate as catalyst. The reaction proceeds rapidly at ambient temperature to afford the O-silylated aldol products in good to excellent yield, and the acetamide byproducts can be removed by simple filtration.en
dc.format.mimetypeapplication/pdf
dc.language.isoeng
dc.publisherAmerican Chemical Society (ACS)
dc.relation.ispartofseriesJournal of Organic Chemistry
dc.rightsCC BY 4.0
dc.titleCarboxylate Catalysis : A Catalytic O-Silylative Aldol Reaction of Aldehydes and Ethyl Diazoacetate
dc.typearticle
dc.identifier.urnURN:NBN:fi:jyu-202310025351
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Chemistryen
dc.contributor.oppiaineNanoscience Centerfi
dc.contributor.oppiaineOrgaaninen kemiafi
dc.contributor.oppiaineNanoscience Centeren
dc.contributor.oppiaineOrganic Chemistryen
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.type.coarhttp://purl.org/coar/resource_type/c_2df8fbb1
dc.description.reviewstatuspeerReviewed
dc.format.pagerange14396-14403
dc.relation.issn0022-3263
dc.relation.numberinseries20
dc.relation.volume88
dc.type.versionpublishedVersion
dc.rights.copyright© The Authors. Published by American Chemical Society
dc.rights.accesslevelopenAccessfi
dc.relation.grantnumber307624
dc.relation.grantnumber297874
dc.relation.grantnumber339892
dc.subject.ysoorgaaniset yhdisteet
dc.subject.ysokemialliset reaktiot
dc.subject.ysokatalyysi
dc.subject.ysoaldehydit
dc.subject.ysoorgaaninen kemia
dc.format.contentfulltext
jyx.subject.urihttp://www.yso.fi/onto/yso/p3841
jyx.subject.urihttp://www.yso.fi/onto/yso/p3658
jyx.subject.urihttp://www.yso.fi/onto/yso/p8704
jyx.subject.urihttp://www.yso.fi/onto/yso/p15707
jyx.subject.urihttp://www.yso.fi/onto/yso/p11902
dc.rights.urlhttps://creativecommons.org/licenses/by/4.0/
dc.relation.doi10.1021/acs.joc.3c01304
dc.relation.funderResearch Council of Finlanden
dc.relation.funderResearch Council of Finlanden
dc.relation.funderResearch Council of Finlanden
dc.relation.funderSuomen Akatemiafi
dc.relation.funderSuomen Akatemiafi
dc.relation.funderSuomen Akatemiafi
jyx.fundingprogramAcademy Programme, AoFen
jyx.fundingprogramAcademy Project, AoFen
jyx.fundingprogramAcademy Project, AoFen
jyx.fundingprogramAkatemiaohjelma, SAfi
jyx.fundingprogramAkatemiahanke, SAfi
jyx.fundingprogramAkatemiahanke, SAfi
jyx.fundinginformationWe acknowledge financial support from the Department of Chemistry, University of Jyväskylä, and the Academy of Finland (projects 297874, 307624, and 339892).
dc.type.okmA1


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