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dc.contributor.authorBennett, Jack
dc.contributor.authorMurphy, Paul V.
dc.date.accessioned2021-01-08T11:13:11Z
dc.date.available2021-01-08T11:13:11Z
dc.date.issued2020-06-03
dc.identifier.citationBennett, Jack, & Murphy, Paul V. (2020). (2S,3R,6R)-2-[(R)-1-Hydroxyallyl]-4,4-dimethoxy-6-methyltetrahydro-2H-pyran-3-ol. Molbank, 2020(2), M1140. doi:10.3390/M1140en_IE
dc.identifier.issn1422-8599
dc.identifier.issn10.3390/M1140
dc.identifier.urihttp://hdl.handle.net/10379/16435
dc.description.abstract(2S,3R,6R)-2-[(R)-1-Hydroxyallyl]-4,4-dimethoxy-6-methyltetrahydro-2H-pyran-3-ol was isolated in 18% after treating the glucose derived (5R,6S,7R)-5,6,7-tris[(triethylsilyl)oxy]nona-1,8-dien-4-one with (1S)-(+)-10-camphorsulfonic acid (CSA). The one-pot formation of the title compound involved triethylsilyl (TES) removal, alkene isomerization, intramolecular conjugate addition and ketal formation. The compound was characterized by 1H and 13C NMR spectroscopy, ESI mass spectrometry and IR spectroscopy. NMR spectroscopy was used to establish the product structure, including the conformation of its tetrahydropyran ring.en_IE
dc.formatapplication/pdfen_IE
dc.language.isoenen_IE
dc.publisherMDPIen_IE
dc.relation.ispartofMolbanken
dc.subjectglucoseen_IE
dc.subjecttetrahydropyranen_IE
dc.subjectdeprotectionen_IE
dc.subjectcyclisationen_IE
dc.subjectfunctionalized scaffolden_IE
dc.title(2S,3R,6R)-2-[(R)-1-Hydroxyallyl]-4,4-dimethoxy-6-methyltetrahydro-2H-pyran-3-olen_IE
dc.typeArticleen_IE
dc.date.updated2021-01-07T08:33:59Z
dc.local.publishedsourcehttps://doi.org/10.3390/M1140en_IE
dc.description.peer-reviewedpeer-reviewed
dc.internal.rssid24261651
dc.local.contactPaul Murphy, School Of Chemistry, Room 108, Arts/Science Building, Nui Galway. 2465 Email: paul.v.murphy@nuigalway.ie
dc.local.copyrightcheckedYes
dc.local.versionACCEPTED
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