ONE - STEP SELECTIVE SYNTHESIS OF 13-EPI-MANOYL OXIDE

dc.contributor.authorMorarescu, Olga
dc.contributor.authorTraistari, Marionela
dc.contributor.authorBarba, Alic
dc.contributor.authorDuca, Gheorghe
dc.contributor.authorUngur, Nicon
dc.contributor.authorKulciţki, Veaceslav
dc.date.accessioned2022-07-19T08:48:25Z
dc.date.available2022-07-19T08:48:25Z
dc.date.issued2021
dc.description.abstractThe selective one-step synthesis of 13-epi-manoyl oxide is reported based on a low-temperature superacidic cyclization of sclareol. The reaction conditions have been finely tuned in order to achieve a 9:1 ratio between epimeric oxides in favour of the desired 13-epi-oxide. The structures were confirmed by 1H and 13C NMR, and composition of the crude reaction products determined by GC-MS. These results have been interpreted by a hypothetical SN2 mechanism which occurs with inversion of configuration around the C-13 chiral center of the starting substrate. The preparative value of the elaborated procedure is demonstrated on a gram-scale experiment.en
dc.identifier.citationMORARESCU, Olga, TRAISTARI, Marionela, BARBA, Alic, DUCA, Gheorghe, UNGUR, Nicon, KULCIŢKI, Veaceslav. One - step selective synthesis of 13-epi-manoyl oxide. In: Chemistry Journal of Moldova. 2021, nr. 1(16), pp. 99-104. ISSN 1857-1727.en
dc.identifier.issn1857-1727
dc.identifier.urihttps://msuir.usm.md/handle/123456789/6908
dc.language.isoenen
dc.publisherInstitutul de Chimie al AŞMen
dc.subjectsclareolen
dc.subjectcyclizationen
dc.subjectsuperaciden
dc.subjectetheren
dc.subjectlabdaneen
dc.titleONE - STEP SELECTIVE SYNTHESIS OF 13-EPI-MANOYL OXIDEen
dc.typeArticleen

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