ONE - STEP SELECTIVE SYNTHESIS OF 13-EPI-MANOYL OXIDE
dc.contributor.author | Morarescu, Olga | |
dc.contributor.author | Traistari, Marionela | |
dc.contributor.author | Barba, Alic | |
dc.contributor.author | Duca, Gheorghe | |
dc.contributor.author | Ungur, Nicon | |
dc.contributor.author | Kulciţki, Veaceslav | |
dc.date.accessioned | 2022-07-19T08:48:25Z | |
dc.date.available | 2022-07-19T08:48:25Z | |
dc.date.issued | 2021 | |
dc.description.abstract | The 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.citation | MORARESCU, 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.issn | 1857-1727 | |
dc.identifier.uri | https://msuir.usm.md/handle/123456789/6908 | |
dc.language.iso | en | en |
dc.publisher | Institutul de Chimie al AŞM | en |
dc.subject | sclareol | en |
dc.subject | cyclization | en |
dc.subject | superacid | en |
dc.subject | ether | en |
dc.subject | labdane | en |
dc.title | ONE - STEP SELECTIVE SYNTHESIS OF 13-EPI-MANOYL OXIDE | en |
dc.type | Article | en |