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

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Mendeleev Communications, 2023, Volume 33, Issue 6, Pages 762–763
DOI: https://doi.org/10.1016/j.mencom.2023.10.007 (Mi mendc516)

This article is cited in 2 scientific papers (total in 2 papers)

Communications

Highly diastereoselective multicomponent synthesis of pyridinium-substituted piperidin-2-ones with three stereogenic centres

A. D. Vinokurov^a, T. M. Iliyasov^a, K. A. Karpenko^a, A. V. Evstigneeva^ab, A. P. Minaeva^a, M. N. Elinson^a, A. N. Vereshchagin^a

^a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b National Research University Higher School of Economics (HSE University), Moscow, Russian Federation

Full-text PDF (286 kB) Citations (2) Supplementary materials

DOI: https://doi.org/10.1016/j.mencom.2023.10.007

Graphic abstract: Highly diastereoselective multicomponent synthesis of pyridinium-substituted piperidin-2-ones with three stereogenic centres

Abstract: The Michael–Mannich–cyclization cascade of dicyano olefins, 1-(2-alkoxy-2-oxoethyl)pyridin-1-ium halogenides, aromatic aldehydes and ammonium acetate provides convenient stereoselective formation of (4,6-diaryl-5,5-dicyano-2-oxo-piperidin-3-yl)pyridin-1-ium halogenides with three stereogenic centres. Ammonium acetate plays dual role acting as a base and as a nitrogen source.

Keywords: multicomponent reactions, ylides, pyridinium salts, piperidin-2-ones, ammonium acetate, stereoselectivity.

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Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(1.5 Mb)

Citation: 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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https://www.mathnet.ru/eng/mendc516

https://www.mathnet.ru/eng/mendc/v33/i6/p762

This publication is cited in the following 2 articles:

Citing articles in Google Scholar: Russian citations, English citations
Related articles in Google Scholar: Russian articles, English articles

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