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Green asymmetric synthesis of tetrahydroquinolines in carbon dioxide medium promoted by lipophilic bifunctional tertiary amine – squaramide organocatalysts Научная публикация

Журнал Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416
Вых. Данные Год: 2018, Том: 74, Номер: 1, Страницы: 157-164 Страниц : 8 DOI: 10.1016/j.tet.2017.11.057
Авторы Filatova Evgeniya V. 1 , Turova Olga V. 1 , Nigmatov Albert G. 1 , Zlotin Sergei G. 1
Организации
1 N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., Moscow 119991, Russia

Реферат: Novel pseudo-enantiomeric bifunctional tertiary amine-squaramides modified with long-chained alkoxy or polyfluoroalkoxy groups, have been synthesized. They catalyzed the asymmetric double-Michael cascade reactions of o-N-tosylaminophenyl α,β-unsaturated ketones with α-nitroolefins in carbon dioxide medium at significantly lower pressure (75 bar) and temperature (35 °C), than known less lipophilic catalysts. Both enantiomers of the pharmacologically valuable methoxy-substituted tetrahydroquinoline derivatives can be prepared in moderate to high yield with promising enantioselectivity (up to 98% ee) under the optimized conditions.
Библиографическая ссылка: Filatova E.V. , Turova O.V. , Nigmatov A.G. , Zlotin S.G.
Green asymmetric synthesis of tetrahydroquinolines in carbon dioxide medium promoted by lipophilic bifunctional tertiary amine – squaramide organocatalysts
Tetrahedron. 2018. V.74. N1. P.157-164. DOI: 10.1016/j.tet.2017.11.057 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:000418728200021
Scopus: 2-s2.0-85036641050
OpenAlex: W2769688439
Цитирование в БД:
БД Цитирований
OpenAlex 18
Scopus 17
Web of science 15
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