Conţinutul numărului revistei |
Articolul precedent |
Articolul urmator |
596 10 |
Ultima descărcare din IBN: 2023-08-15 15:36 |
Căutarea după subiecte similare conform CZU |
547.913:543.2 (2) |
Chimie organică (475) |
Metode chimice de analiză (30) |
SM ISO690:2012 MORĂRESCU (CHETRARU), Olga, TRAISTARI, Marionela, BARBA, Alic, DUKA, Gh., UNGUR, Nikon, 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. DOI: https://doi.org/10.19261/cjm.2021.820 |
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Chemistry Journal of Moldova | |||||
Numărul 1(16) / 2021 / ISSN 1857-1727 /ISSNe 2345-1688 | |||||
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DOI: https://doi.org/10.19261/cjm.2021.820 | |||||
CZU: 547.913:543.2 | |||||
Pag. 99-104 | |||||
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Rezumat | |||||
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. |
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Cuvinte-cheie sclareol, cyclization, superacid, ether, labdane |
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