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Highly diastereoselective multicomponent synthesis of 2-piperidone-substituted pyridinium salts with three and four stereogenic centers Научная публикация

Журнал Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416
Вых. Данные Год: 2023, Том: 149, Номер статьи : 133685, Страниц : DOI: 10.1016/j.tet.2023.133685
Авторы Vinokurov Andrey D. 1 , Iliyasov Taygib M. 1 , Karpenko Kirill A. 1 , Derkach Yana V. 2,1 , Ryabov Anton A. 2,1 , Gorbunov Sergey V. 1 , Goloveshkin Alexander S. 3 , Vereshchagin Anatoly N. 1
Организации
1 N. D. Zelinsky Institute of Organic Chemistry, Leninsky Prospect 47, Moscow, Russian Federation 119334
2 Mendeleev University of Chemical Technology of Russia, Miusskaya Square 9, Moscow, Russian Federation 125047
3 A. N. Nesmeyanov Institute of Organoelement Compounds, Vaviliva Str., 28, Moscow, Russian Federation 119334

Реферат: A novel four-component (five-molecular) diastereoselective synthesis of pyridinium salts of 2-piperidinones is reported. The Knoevenagel–Michael–Mannich cascade of reactions of aromatic aldehydes (2 eq.), nitriles, pyridinium ylides and ammonium acetate in ethanol provides convenient access to 1-((3R*,4S*,6R*)-5,5-dicyano-2-oxo-4,6-diarylpiperidin-3-yl)pyridin-1-ium halogenides with three stereocenters (55–85 % yields) or 1-(3R*,4S*,5S*,6R*)-(5-cyano-5-(alkoxycarbonyl)-2-oxo-4,6-diarylpiperidin-3-yl)pyridin-1-ium halogenides with four stereocenters (56–84 % yields).
Библиографическая ссылка: Vinokurov A.D. , Iliyasov T.M. , Karpenko K.A. , Derkach Y.V. , Ryabov A.A. , Gorbunov S.V. , Goloveshkin A.S. , Vereshchagin A.N.
Highly diastereoselective multicomponent synthesis of 2-piperidone-substituted pyridinium salts with three and four stereogenic centers
Tetrahedron. 2023. V.149. 133685 . DOI: 10.1016/j.tet.2023.133685 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:001101264200001
Scopus: 2-s2.0-85175448401
OpenAlex: W4387641591
Цитирование в БД:
БД Цитирований
OpenAlex 1
Scopus 1
Web of science 1
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