Synthetic transformations of higher terpenoids. XXVII.* Synthesis of 7-hydroxylabdanoids and their transformations Научная публикация
| Журнал |
Chemistry of Natural Compounds
ISSN: 0009-3130 , E-ISSN: 1573-8388 |
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| Вых. Данные | Год: 2012, Том: 48, Номер: 2, Страницы: 250-257 Страниц : DOI: 10.1007/s10600-012-0215-3 | ||
| Ключевые слова | phlomisoic acid; synthesis; 7R-hydroxy-15,16-epoxy-8(9),13(16),14-labdatrien-18-oic acid; 7-ketolabdanoids; oximes; 5-furan-3-ylethylbenzoazepines; XSA | ||
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Реферат:
Allylic oxidation of phlomisoic acid and its methyl ester by selenium dioxide occurred stereoselectively to form 7 alpha-hydroxy derivatives of labdanoids, which were oxidized by active manganese dioxide to 7-ketofuranolabdanoids. Oximation of the last by hydroxylamine hydrochloride in MeOH in the presence of NaOAc gave pure (E)-ketooximes. Beckmann rearrangement of 7-ketooximes of phlomisoic acid and its methyl ester occurred with formation of the corresponding octahydro-1 H-benzoazepines.
Библиографическая ссылка:
Kharitonov Y.V.
, Shul'ts E.E.
, Gatilov Y.V.
, Bagryanskaya I.Y.
, Shakirov M.M.
, Tolstikov G.A.
Synthetic transformations of higher terpenoids. XXVII.* Synthesis of 7-hydroxylabdanoids and their transformations
Chemistry of Natural Compounds. 2012. V.48. N2. P.250-257. DOI: 10.1007/s10600-012-0215-3 WOS Scopus РИНЦ OpenAlex
Synthetic transformations of higher terpenoids. XXVII.* Synthesis of 7-hydroxylabdanoids and their transformations
Chemistry of Natural Compounds. 2012. V.48. N2. P.250-257. DOI: 10.1007/s10600-012-0215-3 WOS Scopus РИНЦ OpenAlex
Даты:
| Опубликована в печати: | 1 мая 2012 г. |
| Опубликована online: | 16 мая 2012 г. |
Идентификаторы БД:
| Web of science: | WOS:000304651800018 |
| Scopus: | 2-s2.0-85027930101 |
| РИНЦ: | 41780173 |
| OpenAlex: | W2038441877 |