dc.contributor.authorBates, Roderick W.
dc.contributor.authorKhanizeman, Rab'iah Nisha
dc.contributor.authorHirao, Hajime
dc.contributor.authorTay, Yu Shan
dc.contributor.authorSae-Lao, Patcharaporn
dc.date.accessioned2014-12-09T06:13:13Z
dc.date.available2014-12-09T06:13:13Z
dc.date.copyright2014en_US
dc.date.issued2014
dc.identifier.citationBates, R. W., Khanizeman, R. N., Hirao, H., Tay, Y. S., & Sae-Lao, P. (2014). A total synthesis of (+)-negamycin through isoxazolidine allylation. Organic & biomolecular chemistry, 12(27), 4879-4884.en_US
dc.identifier.urihttp://hdl.handle.net/10220/24385
dc.description.abstractThe β-amino acid antibiotic (+)-negamycin has been synthesised in ten steps from epichlorohydrin via Sakurai allylation of an isoxazolidine intermediate. The key allylation reaction proceeded with complete trans-selectivity, which is attributed to electrostatic attraction between the chlorine atom and the iminium ion in the Sakurai intermediate.en_US
dc.format.extent6 p.en_US
dc.language.isoenen_US
dc.relation.ispartofseriesOrganic & biomolecular chemistryen_US
dc.rights© 2014 Royal Society of Chemistry. This is the author created version of a work that has been peer reviewed and accepted for publication by Organic & Biomolecular Chemistry, The Royal Society of Chemistry. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [Article DOI: http://dx.doi.org/10.1039/c4ob00537f].en_US
dc.subjectDRNTU::Science::Chemistry::Organic chemistry::Organic synthesis
dc.titleA total synthesis of (+)-negamycin through isoxazolidine allylationen_US
dc.typeJournal Article
dc.contributor.schoolSchool of Physical and Mathematical Sciencesen_US
dc.identifier.doihttp://dx.doi.org/10.1039/c4ob00537f
dc.description.versionAccepted versionen_US


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