The 1,3-dipolar cycloaddition of adamantine-derived nitrones with maleimides

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The 1,3-dipolar cycloaddition of adamantine-derived nitrones with maleimides. / Molchanov, Alexander P.; Lukina, Valentina M.; Efremova, Mariia M.; Muryleva, Anna A.; Slita, Alexander V.; Zarubaev, Vladimir V.

In: Synthetic Communications, Vol. 50, No. 9, 02.05.2020, p. 1367-1374.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{9ec18281570e4672800ced2ab3a70c62,

title = "The 1,3-dipolar cycloaddition of adamantine-derived nitrones with maleimides",

abstract = "Adamantane-derived aldo- and ketonitrones react with maleimides giving corresponding isoxazolidines. In the case of aldonitrones reactions proceed giving the diastereomeric mixtures. The ratio of isomers is changing during the reaction process due to the reversibility of the cycloaddition reaction. The cytotoxic and virus-inhibiting activity against influenza virus was investigated for selected adducts.",

keywords = "Adamantane, antiviral activity, cycloaddition, isoxazolidines, nitrones, VIRUS, DIASTEREOSELECTIVITY, BIOLOGICAL EVALUATION, CHEMISTRY, ISOXAZOLIDINE, C-ARYLNITRONES",

author = "Molchanov, {Alexander P.} and Lukina, {Valentina M.} and Efremova, {Mariia M.} and Muryleva, {Anna A.} and Slita, {Alexander V.} and Zarubaev, {Vladimir V.}",

note = "Publisher Copyright: {\textcopyright} 2020, {\textcopyright} 2020 Taylor & Francis Group, LLC.",

year = "2020",

month = may,

day = "2",

doi = "10.1080/00397911.2020.1738494",

language = "English",

volume = "50",

pages = "1367--1374",

journal = "Synthetic Communications",

issn = "0039-7911",

publisher = "Taylor & Francis",

number = "9",

}

RIS

TY - JOUR

T1 - The 1,3-dipolar cycloaddition of adamantine-derived nitrones with maleimides

AU - Molchanov, Alexander P.

AU - Lukina, Valentina M.

AU - Efremova, Mariia M.

AU - Muryleva, Anna A.

AU - Slita, Alexander V.

AU - Zarubaev, Vladimir V.

PY - 2020/5/2

Y1 - 2020/5/2

N2 - Adamantane-derived aldo- and ketonitrones react with maleimides giving corresponding isoxazolidines. In the case of aldonitrones reactions proceed giving the diastereomeric mixtures. The ratio of isomers is changing during the reaction process due to the reversibility of the cycloaddition reaction. The cytotoxic and virus-inhibiting activity against influenza virus was investigated for selected adducts.

AB - Adamantane-derived aldo- and ketonitrones react with maleimides giving corresponding isoxazolidines. In the case of aldonitrones reactions proceed giving the diastereomeric mixtures. The ratio of isomers is changing during the reaction process due to the reversibility of the cycloaddition reaction. The cytotoxic and virus-inhibiting activity against influenza virus was investigated for selected adducts.

KW - Adamantane

KW - antiviral activity

KW - cycloaddition

KW - isoxazolidines

KW - nitrones

KW - VIRUS

KW - DIASTEREOSELECTIVITY

KW - BIOLOGICAL EVALUATION

KW - CHEMISTRY

KW - ISOXAZOLIDINE

KW - C-ARYLNITRONES

UR - http://www.scopus.com/inward/record.url?scp=85082327494&partnerID=8YFLogxK

U2 - 10.1080/00397911.2020.1738494

DO - 10.1080/00397911.2020.1738494

M3 - Article

AN - SCOPUS:85082327494

VL - 50

SP - 1367

EP - 1374

JO - Synthetic Communications

JF - Synthetic Communications

SN - 0039-7911

IS - 9

ER -

ID: 52691953