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A short and convenient procedure for the stereoselective synthesis of 2-hydroxy-1-norbornanesulfonamides

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dc.contributor.authorGarcı́a Martı́nez, Antonio
dc.contributor.authorTeso Vilar, Enrique
dc.contributor.authorMoreno Jiménez, Florencio
dc.contributor.authorÁlvarez Garcı́a, Ana Mª
dc.date.accessioned2023-06-20T12:56:00Z
dc.date.available2023-06-20T12:56:00Z
dc.date.issued2004-01-26
dc.description.abstractA short and convenient procedure for the stereoselective synthesis of novel optically active 2-hydroxy-1-norbornanesulfonamides starting from commercially available natural camphor and fenchone is reported. The synthetic route involves a nucleophilic substitution at the sulfenyl sulfur atom of 2-methylene-1-norbornylthiotriflates followed by oxidation of the intermediate sulfenamides and highly diastereoselective reduction of the carbonyl group of the parent 2-oxo-1-norbornanesulfonamides.
dc.description.departmentSección Deptal. de Química Orgánica (Óptica y Optometría)
dc.description.facultyFac. de Óptica y Optometría
dc.description.refereedTRUE
dc.description.sponsorshipMinisterio de Ciencia e Innovación (MICINN)
dc.description.sponsorshipUniversidad Nacional de Educación a Distancia (UNED)
dc.description.statuspub
dc.eprint.idhttps://eprints.ucm.es/id/eprint/71179
dc.identifier.doi10.1016/j.tetasy.2003.10.023
dc.identifier.issn0957-4166
dc.identifier.officialurlhttps://doi.org/10.1016/j.tetasy.2003.10.023
dc.identifier.urihttps://hdl.handle.net/20.500.14352/52835
dc.issue.number2
dc.journal.titleTetrahedron: Asymmetry
dc.language.isoeng
dc.page.final298
dc.page.initial293
dc.publisherElsevier Ltd.
dc.relation.projectIDBQU(2001-1347-C02-02)
dc.relation.projectID2001V/PROYT/18
dc.rights.accessRightsrestricted access
dc.subject.cdu542.9
dc.subject.cdu66.091
dc.subject.cdu547.1
dc.subject.keywordstereoselective synthesis
dc.subject.keyword2-hydroxy-1-norbornanesulfonamides
dc.subject.ucmQuímica orgánica (Química)
dc.subject.unesco2306 Química Orgánica
dc.titleA short and convenient procedure for the stereoselective synthesis of 2-hydroxy-1-norbornanesulfonamides
dc.typejournal article
dc.volume.number15
dspace.entity.typePublication
relation.isAuthorOfPublication09111c59-3829-4b92-a9d2-ee099b545e9e
relation.isAuthorOfPublication.latestForDiscovery09111c59-3829-4b92-a9d2-ee099b545e9e

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