V. A. Ikonnikova, E. A. Zhigileva, A. V. Kuleshov, V. V. Shirokova, M. S. Baranov, A. A. Mikhaylov, “Nucleophilic ring opening of imidazolone activated donor–acceptor cyclopropanes with alcohols”, Mendeleev Commun., 31:5 (2021), 657

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Mendeleev Communications, 2021, Volume 31, Issue 5, Pages 657–658
DOI: https://doi.org/10.1016/j.mencom.2021.09.021 (Mi mendc1013)

This article is cited in 5 scientific papers (total in 5 papers)

Communications

Nucleophilic ring opening of imidazolone activated donor–acceptor cyclopropanes with alcohols

V. A. Ikonnikova^ab, E. A. Zhigileva^ac, A. V. Kuleshov^ac, V. V. Shirokova^ab, M. S. Baranov^a, A. A. Mikhaylov^a

^a M.M. Shemyakin–Yu.A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b Higher Chemical College of the Russian Academy of Sciences, D.I. Mendeleev University of Chemical Technology of Russia, Moscow, Russian Federation
^c Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation

Full-text PDF (156 kB) Citations (5) Supplementary materials

DOI: https://doi.org/10.1016/j.mencom.2021.09.021

Graphic abstract: Nucleophilic ring opening of imidazolone activated donor–acceptor cyclopropanes with alcohols

Abstract: Imidazolone-activated donor–acceptor cyclopropanes undergo alcohol-assisted ring opening under the co-action of p-toluenesulfonic acid. Under the optimized conditions, cyclopropanes and alcohols are coupled in 1,3-fashion with the retention of heterocyclic fragment. Substrates with aromatic donor groups provide the addition products in 75–99% yields as mixtures of two diastereomers.

Keywords: donor–acceptor cyclopropanes, spirocyclic compounds, imidazolones, alcohols, nucleophilic ring opening.

Bibliographic databases:

Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(1.4 Mb)

Citation: V. A. Ikonnikova, E. A. Zhigileva, A. V. Kuleshov, V. V. Shirokova, M. S. Baranov, A. A. Mikhaylov, “Nucleophilic ring opening of imidazolone activated donor–acceptor cyclopropanes with alcohols”, Mendeleev Commun., 31:5 (2021), 657–658

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https://www.mathnet.ru/eng/mendc1013

https://www.mathnet.ru/eng/mendc/v31/i5/p657

This publication is cited in the following 5 articles:

Citing articles in Google Scholar: Russian citations, English citations
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