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A novel method for the sterically shielded pyrrolidine nitroxides synthesis using donor–acceptor cyclopropanes. / Taratayko, Andrey I.; Trakhinina, Sophia Yu; Lomanovich, Konstantin A. et al.

In: Tetrahedron Letters, Vol. 123, 154546, 23.06.2023.

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Taratayko AI, Trakhinina SY, Lomanovich KA, Kirilyuk IA. A novel method for the sterically shielded pyrrolidine nitroxides synthesis using donor–acceptor cyclopropanes. Tetrahedron Letters. 2023 Jun 23;123:154546. doi: 10.1016/j.tetlet.2023.154546

Author

Taratayko, Andrey I. ; Trakhinina, Sophia Yu ; Lomanovich, Konstantin A. et al. / A novel method for the sterically shielded pyrrolidine nitroxides synthesis using donor–acceptor cyclopropanes. In: Tetrahedron Letters. 2023 ; Vol. 123.

BibTeX

@article{acf6af4f61d943d3b624aa2effb01e0f,
title = "A novel method for the sterically shielded pyrrolidine nitroxides synthesis using donor–acceptor cyclopropanes",
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.",
keywords = "Nitrones, Nitroxides, Organometallic compounds",
author = "Taratayko, {Andrey I.} and Trakhinina, {Sophia Yu} and Lomanovich, {Konstantin A.} and Kirilyuk, {Igor A.}",
note = "This research was funded by the Russian Science Foundation (grant number 21-73-00281). Authors would like to acknowledge the Multi-Access Chemical Research Center SB RAS for spectral and analytical measurements.",
year = "2023",
month = jun,
day = "23",
doi = "10.1016/j.tetlet.2023.154546",
language = "English",
volume = "123",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Ltd",

}

RIS

TY - JOUR

T1 - A novel method for the sterically shielded pyrrolidine nitroxides synthesis using donor–acceptor cyclopropanes

AU - Taratayko, Andrey I.

AU - Trakhinina, Sophia Yu

AU - Lomanovich, Konstantin A.

AU - Kirilyuk, Igor A.

N1 - This research was funded by the Russian Science Foundation (grant number 21-73-00281). Authors would like to acknowledge the Multi-Access Chemical Research Center SB RAS for spectral and analytical measurements.

PY - 2023/6/23

Y1 - 2023/6/23

N2 - 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.

AB - 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.

KW - Nitrones

KW - Nitroxides

KW - Organometallic compounds

UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85159362179&origin=inward&txGid=9d69ee6e31d51b9623e2db2a8e0d59b2

UR - https://www.mendeley.com/catalogue/d83f440e-cd0e-3b54-a2b6-d31e01314de0/

U2 - 10.1016/j.tetlet.2023.154546

DO - 10.1016/j.tetlet.2023.154546

M3 - Article

VL - 123

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

M1 - 154546

ER -

ID: 59558607