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| Ultima descărcare din IBN: 2023-01-05 01:52 |
 SM ISO690:2012GRINCO, Marina, KULCIŢKI, Veaceslav, VLAD, Pavel, BARBA, Alic, GORINCIOI, Elena, UNGUR, Nikon. Molecular rearrangements of highly functionalized
terpenes. an unique reactivity of bicyclic framework and polienic chain inhibition under superacidic treatment. In: Chemistry Journal of Moldova, 2013, nr. 2(8), pp. 94-100. ISSN 1857-1727. DOI: https://doi.org/10.19261/cjm.2013.08(2).12 |
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| Chemistry Journal of Moldova | ||||||
| Numărul 2(8) / 2013 / ISSN 1857-1727 /ISSNe 2345-1688 | ||||||
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| DOI:https://doi.org/10.19261/cjm.2013.08(2).12 | ||||||
| Pag. 94-100 | ||||||
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Synthesis of polyfunctional triterpene derivative [8(27),13E,17E,21E]-15-phenylsulfonyl-16-oxobicyclofarnesylfarnesol
benzyl ether (8) from commercially available monoterpene geraniol and diterpene manool has been accomplished in 73% yield and its chemical transformation in superacid medium has been investigated.
An unexpected rearrangement of 8 occurred, which involved methyl migration in the bicyclic fragment and total inhibition of the lateral polienic chain. A new bicyclic triterpene product [5(10),13E,17E,21E]-15-phenylsulfonyl-
16-oxo-30(10→9)-abeo-bicyclofarnesylfarnesol benzyl ether (9), with rearranged new carbon skeleton has been obtained. Its bicyclic moiety is analogous to this of a natural triterpene neopolypodatetraene. |
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| Cuvinte-cheie triterpenes, synthesis, superacid, isomerization. |
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<meta name="citation_title" content="Molecular rearrangements of highly functionalized terpenes. an unique reactivity of bicyclic framework and polienic chain inhibition under superacidic treatment"> <meta name="citation_author" content="Grinco Marina"> <meta name="citation_author" content="Kulciţki Veaceslav"> <meta name="citation_author" content="Vlad Pavel"> <meta name="citation_author" content="Barba Alic"> <meta name="citation_author" content="Gorincioi Elena"> <meta name="citation_author" content="Ungur Nikon"> <meta name="citation_publication_date" content="2013/07/01"> <meta name="citation_journal_title" content="Chemistry Journal of Moldova"> <meta name="citation_volume" content="8"> <meta name="citation_issue" content="2"> <meta name="citation_firstpage" content="94"> <meta name="citation_lastpage" content="100"> <meta name="citation_pdf_url" content="https://ibn.idsi.md/sites/default/files/imag_file/Molecular%20rearrangements%20og%20highly%20functionalized%20terpenes_an%20unique%20reactivity%20of%20bibyclic%20framework%20and%20polienic%20chain%20inhibition%20under%20superacidic%20treatment.pdf">
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