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A novel method for the sterically shielded pyrrolidine nitroxides synthesis using donor–acceptor cyclopropanes Full article

Journal Tetrahedron Letters
ISSN: 0040-4039
Output data Year: 2023, Volume: 123, Pages: 154546 Pages count : 1 DOI: 10.1016/j.tetlet.2023.154546
Authors Taratayko Andrey I. 1 , Trakhinina Sophia Yu. 1,2 , Lomanovich Konstantin A. 1 , Kirilyuk Igor A. 1
Affiliations
1 N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of Siberian Branch of Russian Academy of Sciences
2 Novosibirsk State University

Funding (1)

1 Российский Научный Фонд 21-73-00281

Abstract: Sterically shielded nitroxides were shown to demonstrate resistance to bioreduction. For this reason, they are attracting much interest as spin labels and probes for in-cell and in vivo EPR and NMR applications. Formal [3 + 2] cycloaddition reaction of donor–acceptor cyclopropanes with propionitrile provided 1-pyrrolines which were converted to the new sterically shielded achiral pyrrolidine nitroxides via several steps.
Cite: Taratayko A.I. , Trakhinina S.Y. , Lomanovich K.A. , Kirilyuk I.A.
A novel method for the sterically shielded pyrrolidine nitroxides synthesis using donor–acceptor cyclopropanes
Tetrahedron Letters. 2023. V.123. P.154546. DOI: 10.1016/j.tetlet.2023.154546 WOS РИНЦ OpenAlex
Dates:
Submitted: Apr 10, 2023
Accepted: May 8, 2023
Published online: May 12, 2023
Identifiers:
Web of science: WOS:001012380900001
Elibrary: 61808483
OpenAlex: W4376126308
Citing:
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OpenAlex 3
Web of science 2
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