A. A. Barashkin, V. S. Polyakov, N. L. Shikut, A. D. Putilova, A. R. Gorovoy, A. D. Degtiarev, V. A. Tafeenko, B. N. Tarasevich, N. V. Zyk, E. K. Beloglazkina, “Diastereoselective cycloaddition of isatin azomethine ylides to 5-arylidene-2-thiohydantoins bearing 3-positioned chiral substituent”, Mendeleev Commun., 32:2 (2022), 221

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Mendeleev Communications, 2022, Volume 32, Issue 2, Pages 221–223
DOI: https://doi.org/10.1016/j.mencom.2022.03.022 (Mi mendc619)

This article is cited in 16 scientific papers (total in 16 papers)

Communications

Diastereoselective cycloaddition of isatin azomethine ylides to 5-arylidene-2-thiohydantoins bearing 3-positioned chiral substituent

A. A. Barashkin, V. S. Polyakov, N. L. Shikut, A. D. Putilova, A. R. Gorovoy, A. D. Degtiarev, V. A. Tafeenko, B. N. Tarasevich, N. V. Zyk, E. K. Beloglazkina

Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation

Full-text PDF (362 kB) Citations (16) Supplementary materials

DOI: https://doi.org/10.1016/j.mencom.2022.03.022

Graphic abstract: Diastereoselective cycloaddition of isatin azomethine ylides to 5-arylidene-2-thiohydantoins bearing 3-positioned chiral substituent

Abstract: 1,3-Dipolar cycloaddition of azomethine ylide, generated from isatin and sarcosine, with 5-arylidene-2-thiohydantoins equipped with various chiral substituents at the N³ atom occurs diastereoselectively. The highest selectivity with dr = 5 : 1 was observed for the 2-thiohydantoin bearing 1,2-diphenylethyl substituent.

Keywords: azomethine ylide, chiral substituent, isatin, spirooxindole, spiro compound, thiohydantoin, diastereoselectivity.

Bibliographic databases:

Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(4.7 Mb)

Citation: A. A. Barashkin, V. S. Polyakov, N. L. Shikut, A. D. Putilova, A. R. Gorovoy, A. D. Degtiarev, V. A. Tafeenko, B. N. Tarasevich, N. V. Zyk, E. K. Beloglazkina, “Diastereoselective cycloaddition of isatin azomethine ylides to 5-arylidene-2-thiohydantoins bearing 3-positioned chiral substituent”, Mendeleev Commun., 32:2 (2022), 221–223

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https://www.mathnet.ru/eng/mendc/v32/i2/p221

This publication is cited in the following 16 articles:

Citing articles in Google Scholar: Russian citations, English citations
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