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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
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
Авторы Shernyukov A. V. 1 , Mainagashev I. Ya. 1 , Korchagina D. V. 1 , Gatilov Yu. V. 1 , Salakhutdinov N. F. 1 , Tolstikov G. A. 1
Организации
1 (Данные Web of science) Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia

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
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
Цитирование в БД:
БД Цитирований
Web of science 4
Scopus 5
РИНЦ 4
OpenAlex 6
Альметрики: