Morarescu, OlgaTraistari, MarionelaBarba, AlicDuca, GheorgheUngur, NiconKulciţki, Veaceslav2022-07-192022-07-192021MORARESCU, 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 1857-1727.1857-1727https://msuir.usm.md/handle/123456789/6908The 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.ensclareolcyclizationsuperacidetherlabdaneArticle