Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/83277
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dc.contributor.authorBarát, Viktoren
dc.contributor.authorCsókás, Dánielen
dc.contributor.authorBates, Roderick Waylanden
dc.date.accessioned2019-10-03T02:49:29Zen
dc.date.accessioned2019-12-06T15:19:01Z-
dc.date.available2019-10-03T02:49:29Zen
dc.date.available2019-12-06T15:19:01Z-
dc.date.issued2018en
dc.identifier.citationBarát, V., Csókás, D., & Bates, R. W. (2018). Synthesis of (−)-cytisine Using a 6- endo aza-Michael addition. The Journal of Organic Chemistry, 83(16), 9088-9095. doi:10.1021/acs.joc.8b01156en
dc.identifier.issn0022-3263en
dc.identifier.urihttps://hdl.handle.net/10356/83277-
dc.description.abstractAn asymmetric synthesis of (-)-cytisine has been achieved. The piperidine C-ring was formed using a stereodivergent intramolecular 6-endo aza-Michael addition. The B-ring was established by intramolecular pyridine N-alkylation. The absolute stereochemistry was established by an Evans acyl oxazolidinone enolate alkylation reaction that proceeded with an unexpected stereochemical outcome due to participation of the pyridine nitrogen lone pair.en
dc.description.sponsorshipMOE (Min. of Education, S’pore)en
dc.format.extent29 p.en
dc.language.isoenen
dc.relation.ispartofseriesThe Journal of Organic Chemistryen
dc.rightsThis document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.joc.8b01156en
dc.subjectChemistryen
dc.subjectScience::Chemistry::Organic chemistryen
dc.subjectStereochemistryen
dc.titleSynthesis of (−)-cytisine using a 6-endo aza-Michael additionen
dc.typeJournal Articleen
dc.contributor.schoolSchool of Physical and Mathematical Sciencesen
dc.identifier.doi10.1021/acs.joc.8b01156en
dc.description.versionAccepted versionen
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