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dc.contributor.authorAitken, R Alan
dc.contributor.authorSlawin, Alexandra Martha Zoya
dc.contributor.authorWilson, Andrew
dc.date.accessioned2021-06-01T23:42:30Z
dc.date.available2021-06-01T23:42:30Z
dc.date.issued2020-06-15
dc.identifier.citationAitken , R A , Slawin , A M Z & Wilson , A 2020 , ' Generation and hydrolysis of N -acyloxazolinium salts allowing regiospecific acylation of chiral amino alcohols ' , Chemistry of Heterocyclic Compounds , vol. 56 , no. 5 , pp. 611-614 . https://doi.org/10.1007/s10593-020-02707-3en
dc.identifier.issn1573-8353
dc.identifier.otherPURE: 267649870
dc.identifier.otherPURE UUID: 386a90a6-b3eb-48dc-9a00-346a08f979f1
dc.identifier.otherORCID: /0000-0002-9527-6418/work/74872894
dc.identifier.otherORCID: /0000-0001-6959-5311/work/74872982
dc.identifier.otherScopus: 85085914531
dc.identifier.otherWOS: 000537354400003
dc.identifier.urihttp://hdl.handle.net/10023/23295
dc.description.abstractIn an attempt to form 2-alkylidene-1,3-oxazolidines, chiral 2-oxazolines have been N-alkylated and N-acylated. Two new N-methyloxazolinium salts have been prepared and characterised but base treatment resulted in their decomposition. In contrast, attempts to isolate three N-benzoyloxazolinium salts gave the products of their ring hydrolysis: unsymmetrically diacylated amino alcohols whose structure was confirmed by x-ray diffraction in one case. Overall the method allows stepwise regiospecific N,O-diacylation of 1,2-amino alcohols.
dc.format.extent4
dc.language.isoeng
dc.relation.ispartofChemistry of Heterocyclic Compoundsen
dc.rightsCopyright © 2020 Springer Science+Business Media, LLC. This work has been made available online in accordance with publisher policies or with permission. Permission for further reuse of this content should be sought from the publisher or the rights holder. This is the author created accepted manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1007/s10593-020-02707-3en
dc.subjectAmino alcoholsen
dc.subjectAcylationen
dc.subjectOxazolinesen
dc.subjectOxazolinium saltsen
dc.subjectHydrolysisen
dc.subjectQD Chemistryen
dc.subjectDASen
dc.subject.lccQDen
dc.titleGeneration and hydrolysis of N-acyloxazolinium salts allowing regiospecific acylation of chiral amino alcoholsen
dc.typeJournal articleen
dc.description.versionPostprinten
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.identifier.doihttps://doi.org/10.1007/s10593-020-02707-3
dc.description.statusPeer revieweden
dc.date.embargoedUntil2021-06-02


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