Аннотация:
The Michael–Mannich cascade cyclization of cyano olefins, ethyl 4,4,4-trifluoro-3-oxobutanoate, aromatic aldehydes and ammonium acetate provides convenient stereoselective formation of ethyl 5,5-dicyano-4,6-diaryl-2-hydroxy-2-(trifluoromethyl)piperidine-3-carboxylates with fourstereogenic centers and dialkyl 4,6-diaryl-5-cyano-2-hydroxy-2-(trifluoromethyl)piperidine-3,5-dicarboxylates with five stereogenic centers. Ammonium acetate plays dual role, acting as a base and as a nitrogen source.
Образец цитирования:
T. M. Iliyasov, K. A. Karpenko, A. D. Vinokurov, A. N. Fakhrutdinov, A. A. Tyutin, M. N. Elinson, A. N. Vereshchagin, “Highly diastereoselective multicomponent synthesis of polysubstituted 2-hydroxy-2-trifluoromethylpiperidineswith four and five stereogenic centers”, Mendeleev Commun., 32:5 (2022), 629–631
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc748
https://www.mathnet.ru/rus/mendc/v32/i5/p629
Эта публикация цитируется в следующих 4 статьяx:
A. D. Vinokurov, T. M. Iliyasov, K. A. Karpenko, A. B. Valeev, A. N. Fakhrutdinov, M. N. Elinson, A. N. Vereshchagin, “One-pot formation of six bonds: pseudo-six-component diastereoselective synthesis of pyridinium-containing piperidin-2-ones”, Russ Chem Bull, 73:5 (2024), 1261
Andrey D. Vinokurov, Taygib M. Iliyasov, Kirill A. Karpenko, Radmir N. Akchurin, Yana V. Derkach, Anatoly N. Vereshchagin, “Highly diastereoselective synthesis of pyridinium-substituted piperidin-2-ones from pyridinium ylides, aldehydes, Michael acceptors, and ammonium acetate”, Chem Heterocycl Comp, 59:11-12 (2023), 778
Andrey D. Vinokurov, Taygib M. Iliyasov, Kirill A. Karpenko, Yana V. Derkach, Anton A. Ryabov, Sergey V. Gorbunov, Alexander S. Goloveshkin, Anatoly N. Vereshchagin, “Highly diastereoselective multicomponent synthesis of 2-piperidone-substituted pyridinium salts with three and four stereogenic centers”, Tetrahedron, 149 (2023), 133685
A. D. Vinokurov, T. M. Iliyasov, K. A. Karpenko, A. V. Evstigneeva, A. P. Minaeva, M. N. Elinson, A. N. Vereshchagin, “Highly diastereoselective multicomponent synthesis of pyridinium-substituted piperidin-2-ones with three stereogenic centres”, Mendeleev Commun., 33:6 (2023), 762–763
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