Stereoselective a-alkylation of fully protected L-serine

dc.contributorAalto-yliopistofi
dc.contributorAalto Universityen
dc.contributor.authorKoskinen, Ari M.P.
dc.contributor.authorSaarenketo, Pauli
dc.contributor.authorStraub, Thomas
dc.contributor.departmentDepartment of Chemistryen
dc.date.accessioned2016-09-23T07:38:03Z
dc.date.issued2004
dc.description.abstractDiastereoselective alkylation of the (2S,4S) and (2R,4S) diastereomers of 3-tert-butyl 4-methyl 2-tert-butyl-1,3-oxazolidine-3,4-dicarboxylate (1a/b) is reported. Formation of both diastereomers of these oxazolidines was achieved by changing the order of protection steps, and their relative and absolute configurations were determined by NOESY spectroscopy. The use of the bulky ring substituent tBu together with Boc as the N-protecting group led to the exclusive formation of only one alkylated diastereomer.en
dc.description.versionPeer revieweden
dc.format.extent3879-3883
dc.format.mimetypeapplication/pdf
dc.identifier.citationKoskinen , A M P , Saarenketo , P & Straub , T 2004 , ' Stereoselective a-alkylation of fully protected L-serine ' , European Journal of Organic Chemistry , pp. 3879-3883 . https://doi.org/10.1002/ejoc.200400207en
dc.identifier.doi10.1002/ejoc.200400207
dc.identifier.otherPURE UUID: 3ffdabb2-874c-4b5f-ba04-a5200ce7c4cd
dc.identifier.otherPURE ITEMURL: https://research.aalto.fi/en/publications/3ffdabb2-874c-4b5f-ba04-a5200ce7c4cd
dc.identifier.otherPURE FILEURL: https://research.aalto.fi/files/7173832/ms105.pdf
dc.identifier.urihttps://aaltodoc.aalto.fi/handle/123456789/22286
dc.identifier.urnURN:NBN:fi:aalto-201609234290
dc.language.isoenen
dc.relation.ispartofseriesEuropean Journal of Organic Chemistryen
dc.rightsopenAccessen
dc.subject.keywordL-serine
dc.subject.keywordNOESY
dc.subject.keywordstereoselective
dc.titleStereoselective a-alkylation of fully protected L-serineen
dc.typeA1 Alkuperäisartikkeli tieteellisessä aikakauslehdessäfi
dc.type.versionacceptedVersion
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