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Unusual Reactions of (+)-Car-2-ene and (+)-Car-3-ene with Aldehydes on K10 Clay Научная публикация

Журнал Helvetica Chimica Acta
ISSN: 0018-019X , E-ISSN: 1522-2675
Вых. Данные Год: 2010, Том: 93, Номер: 11, Страницы: 2135-2150 Страниц : DOI: 10.1002/hlca.201000145
Ключевые слова Aldehydes; Carenes; Catalysis; Density functional theory (DFT); Isobenzofuran; K10 Clay
Авторы Il'ina Irina V. 1 , Volcho Konstantin P. 1 , Korchagina Dina V. 1 , Salnikov Georgi E. 1 , Genaev Alexander M. 1 , Karpova Elena V. 1,2 , Salakhutdinov Nariman F. 1
Организации
1 (Данные Web of science) Russian Acad Sci, N N Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia
2 (Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia

Реферат: The reactions of (+)-car-2-ene (1) and (+)-car 3-ene (2) with aldehydes in the presence of montmorillonite clay were studied for the first time (Schemes 3 and 5) The major products of these reactions are optically active, substituted hexahydroisobenzofurans, probably formed as a result of an attack of the protonated aldehyde at the cyclopropane ring Quite unexpectedly, the products are cis-configured at the ring-fusion site the fact was established by means of quantum-chemical calculations and NMR data It appeared that the behavior of the 2 3 mixture 1/2 in reactions with aldehydes in the presence of K10 clay differed substantially from the reactivities of the corresponding individual monoterpenes
Библиографическая ссылка: Il'ina I.V. , Volcho K.P. , Korchagina D.V. , Salnikov G.E. , Genaev A.M. , Karpova E.V. , Salakhutdinov N.F.
Unusual Reactions of (+)-Car-2-ene and (+)-Car-3-ene with Aldehydes on K10 Clay
Helvetica Chimica Acta. 2010. V.93. N11. P.2135-2150. DOI: 10.1002/hlca.201000145 WOS Scopus РИНЦ OpenAlex
Даты:
Опубликована в печати: 1 нояб. 2010 г.
Опубликована online: 11 нояб. 2010 г.
Идентификаторы БД:
Web of science: WOS:000285069500003
Scopus: 2-s2.0-78549266518
РИНЦ: 16631420
OpenAlex: W2002701112
Цитирование в БД:
БД Цитирований
Web of science 19
Scopus 18
РИНЦ 22
OpenAlex 18
Альметрики: