Diastereoselective Formation of Quaternary Stereocenters in Imidazole N-Oxide Cycloaddition with Fluoroalkenes

Simple item record

Full item record

dc.contributor.authorBukowska, Patrycja
dc.contributor.authorLoska, Rafał
dc.contributor.editorBernardi, Luca
dc.contributor.organizationInstitute of Organic Chemistry, Polish Academy of Sciencesen
dc.date.accessioned2022-07-19T12:39:46Z
dc.date.available2022-07-19T12:39:46Z
dc.date.issued2022
dc.description.abstractImidazole N-oxides are attractive starting materials for the preparation of complex molecules containing an imidazole ring. Dipolar cycloaddition between 1,1-difluoroalkenes and imidazole N-oxides bearing a chiral auxiliary performed in the presence of oxygen or nitrogen nucleophiles was found to provide access to esters and amides bearing a 2-azaheteroaryl substituent at the α position of the imidazole ring as mixtures of diastereomers that, in most cases, are readily separable. This three-component reaction introduces a new tertiary or quaternary all-carbon stereocenter into the heterocyclic ring at a position originally occupied by hydrogen. Importantly, products containing a trifluoromethyl group attached to this stereocenter are readily available as well.en
dc.description.sponsorshipNational Science Centre (grant number UMO-2011/03/D/ST5/06066)
dc.identifier.citationBukowska, P.; Loska, R. Diastereoselective Formation of Quaternary Stereocenters in Imidazole N-Oxide Cycloaddition with Fluoroalkenes. Catalysts 2022, 12, 177. https://doi.org/10.3390/catal12020177en
dc.identifier.doi10.3390/catal12020177
dc.identifier.issn2073-4344
dc.identifier.urihttps://open.icm.edu.pl/handle/123456789/21497
dc.language.isoen
dc.publisherMDPIen
dc.rightsUznanie autorstwa 4.0 Międzynarodowe*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectdipolar cycloadditionen
dc.subjectimidazoleen
dc.subjectN-oxidesen
dc.subjectdiastereoselectivityen
dc.titleDiastereoselective Formation of Quaternary Stereocenters in Imidazole N-Oxide Cycloaddition with Fluoroalkenesen
dc.typearticleen
Files for this record
Original bundle
Now showing 1 - 2 of 2
Name: catalysts-12-00177.pdf
Size: 1.71 MB
Format: Adobe Portable Document Format
Description: artykuł
Download
Name: catalysts-12-00177-s001.zip
Size: 11.75 MB
Format: Unknown data format
Description: wyniki doświadczeń
Download
License files
Name: license.txt
Size: 236 B
Format: Plain Text
Description:
Download
Name: license_rdf
Size: 913 B
Format: RDF serialized in XML
Description:
Download
Belongs to collection
Artykuły IChO PAN