Synthesis of Isothiocineole and Application in Multi-gram Scale Sulfur Ylide-mediated Asymmetric Epoxidation and Aziridination

DC FieldValueLanguage
dc.contributor.authorFearraigh, Martin P.-
dc.contributor.authorMatlock, Johnathan V.-
dc.contributor.authorIlla, Ona-
dc.contributor.authorMcGarrigle, Eoghan M.-
dc.contributor.authorAggarwal, Varinder K.-
dc.date.accessioned2019-05-13T08:29:41Z-
dc.date.available2019-05-13T08:29:41Z-
dc.date.copyright2018 Thieme Publishing Groupen_US
dc.date.issued2018-07-19-
dc.identifier.citationSynthesisen_US
dc.identifier.issn0039-7881-
dc.identifier.urihttp://hdl.handle.net/10197/10398-
dc.description.abstractThe synthesis of the chiral sulfide isothiocineole from limonene and elemental sulfur on multi-gram scale and its alkylation to make >50 g of the corresponding benzylsulfonium salt are described. The application of this salt to the sulfur ylide-mediated asymmetric epoxidation of aldehydes and the asymmetric aziridination of imines on a >5 g scale is demonstrated.en_US
dc.description.sponsorshipIrish Research Councilen_US
dc.description.sponsorshipScience Foundation Irelanden_US
dc.language.isoenen_US
dc.publisherThiemeen_US
dc.subjectSulfur ylideen_US
dc.subjectAsymmetric epoxidationen_US
dc.subjectAsymmetric aziridinationen_US
dc.subjectChiral sulfideen_US
dc.titleSynthesis of Isothiocineole and Application in Multi-gram Scale Sulfur Ylide-mediated Asymmetric Epoxidation and Aziridinationen_US
dc.typeJournal Articleen_US
dc.internal.authorcontactothereoghan.mcgarrigle@ucd.ieen_US
dc.statusPeer revieweden_US
dc.identifier.volume50en_US
dc.identifier.issue17en_US
dc.identifier.startpage3337en_US
dc.identifier.endpage3343en_US
dc.check.date2019-08-10-
dc.identifier.doi10.1055/s-0037-1609580-
dc.neeo.contributorFearraigh|Martin P.|aut|-
dc.neeo.contributorMatlock|Johnathan V.|aut|-
dc.neeo.contributorIlla|Ona|aut|-
dc.neeo.contributorMcGarrigle|Eoghan M.|aut|-
dc.neeo.contributorAggarwal|Varinder K.|aut|-
dc.date.embargo2019-07-19en_US
dc.description.othersponsorshipUniversity of Bristolen_US
dc.description.othersponsorshipMarie-Curie Action COFUNDen_US
dc.date.updated2018-09-20T13:17:04Z-
dc.identifier.grantid11/SIRG/B2154-
dc.identifier.grantidGOIPG/2014/528-
item.fulltextWith Fulltext-
item.grantfulltextembargo_20190719-
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