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dc.contributor.authorArjona, O.
dc.contributor.authorPlumet, J.
dc.date.accessioned2023-07-13T09:33:17Z
dc.date.available2023-07-13T09:33:17Z
dc.date.issued1995-06-20
dc.identifier.citationArjona, O.; Plumet, J. A stereodivergent access to naturally occurring aminocarbasugars from (Phenylsulfonyl)-7 -oxa-bicyclo[2.2.1 ]heptane derivatives. Total synthesis of ( + )-Validamine and its CI and C2 stereoisomers. Ars Pharm, 36(3):445-454 (1995). Disponible en: https://revistaseug.ugr.es/index.php/ars/article/view/21886es_ES
dc.identifier.issn0004-2927
dc.identifier.urihttps://hdl.handle.net/10481/83673
dc.description.abstractThe total syntheses of the antibiotic validamine an its three diastereomers have been acomplished and their racemic penta-N-O-acetates via stereocontrolled nucleophilic epoxidation of polihydroxylated cyclohexenyl sulfones, obtained from (phenylsulphonyl)-7- oxabicyclo[2,2, l ]heptanes. The diastereoselectivity of the epoxidation can be readily controlled by careful choice of the hydroxyl protecting group. Ring opening of the resulting epoxisulfones followed by stereocontrolled introduction of an amine precursor led to the four C-l and C-2 diastereomers of the I-aminocarbasugars.es_ES
dc.description.abstractLa epoxidación nucleofilica estereocontrolada de ciclohexenil sulfonas polidroxiladas, obtenidas a partir de (fenilsulfonil)-7-oxabiciclo[2,2, l ] heptano s conduce a la síntesis total del antibiótico validarnina y sus tres diastereoisómeros. La diastereoselectividad de la epoxidación puede controlarse facilrnente mediante la elección del grupo protector del hidroxilo. La apertura del anillo de las epoxisulfonas resultantes, seguida de la introduc ción estereocontrolada de un precursor del grupoes_ES
dc.language.isoenges_ES
dc.publisherUniversidad de Granada, Facultad de Farmacia.es_ES
dc.rightsAttribution-NonCommercial-NoDerivatives 4.0 Internacional*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/*
dc.titleA stereodivergent access to naturally occurring aminocarbasugars from (Phenylsulfonyl)-7 -oxa-bicyclo[2.2.1 ]heptane derivatives. Total synthesis of ( + )-Validamine and its CI and C2 stereoisomerses_ES
dc.typeinfo:eu-repo/semantics/articlees_ES
dc.rights.accessRightsinfo:eu-repo/semantics/openAccesses_ES


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