REDUCTION OF 2,3-Seco-28-OXO-19 beta,28-EPOXY-18 alpha-OLEAN-2,3-DICARBOXYLIC ACID AND ITS CYCLIC ANHYDRIDE Научная публикация
Журнал |
Chemistry of Natural Compounds
ISSN: 0009-3130 , E-ISSN: 1573-8388 |
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Вых. Данные | Год: 2011, Том: 47, Номер: 2, Страницы: 237-242 Страниц : DOI: 10.1007/s10600-011-9891-7 | ||
Ключевые слова | 2,3-seco-28-oxo-19 beta,28-epoxy-18 alpha-olean-2,3-dicarboxylic acid; 2,3-secotriterpenoids; polyhydroxytriterpenoids; reduction; epsilon-lactone; oxepanes | ||
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Организации |
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Реферат:
Reduced derivatives of 2,3-seco-28-oxo-19 beta,28-epoxy-18 alpha-olean-2,3-dicarboxylic acid and its cyclic anhydride were prepared. Reduction of the starting 2,3-secodicarboxylic acid by NaBH(4)-I(2) produced the 2,3-seco-2,3-dihydroxy derivative. Reaction of the starting anhydride with LiAlH(4) gave the 2,3-seco-2,3,19 beta,28-tetrahydroxy derivative. Cyclization using acidic reagents of the 2,3-seco-2,3-hydroxy- and 2,3-seco-2,3,19 beta,28-tetrahydroxy derivatives gave the corresponding cyclic ethers containing an oxepane ring. The anhydride ring was reduced by NaBH(4) to the corresponding epsilon-lactone, the structure of which was confirmed by an x-ray crystal structure.
Библиографическая ссылка:
Shernyukov A.V.
, Mainagashev I.Y.
, Korchagina D.V.
, Gatilov Y.V.
, Salakhutdinov N.F.
, Tolstikov G.A.
REDUCTION OF 2,3-Seco-28-OXO-19 beta,28-EPOXY-18 alpha-OLEAN-2,3-DICARBOXYLIC ACID AND ITS CYCLIC ANHYDRIDE
Chemistry of Natural Compounds. 2011. V.47. N2. P.237-242. DOI: 10.1007/s10600-011-9891-7 WOS Scopus РИНЦ OpenAlex
REDUCTION OF 2,3-Seco-28-OXO-19 beta,28-EPOXY-18 alpha-OLEAN-2,3-DICARBOXYLIC ACID AND ITS CYCLIC ANHYDRIDE
Chemistry of Natural Compounds. 2011. V.47. N2. P.237-242. DOI: 10.1007/s10600-011-9891-7 WOS Scopus РИНЦ OpenAlex
Даты:
Опубликована в печати: | 1 мая 2011 г. |
Опубликована online: | 7 июн. 2011 г. |
Идентификаторы БД:
Web of science: | WOS:000292637100020 |
Scopus: | 2-s2.0-79959772781 |
РИНЦ: | 16996085 |
OpenAlex: | W2014987178 |