Standard

Regio- and stereoselective (3+2)-cycloaddition reactions of nitrones with cyclic allenes. / Efremova, Mariia M.; Makarova, Anastasia A.; Novikov, Alexander S.; Kryukova, Mariya A.; Kuznetsov, Mikhail A.; Molchanov, Alexander P.

In: Organic and Biomolecular Chemistry, Vol. 19, No. 44, 28.11.2021, p. 9773-9784.

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

Harvard

Efremova, MM, Makarova, AA, Novikov, AS, Kryukova, MA, Kuznetsov, MA & Molchanov, AP 2021, 'Regio- and stereoselective (3+2)-cycloaddition reactions of nitrones with cyclic allenes', Organic and Biomolecular Chemistry, vol. 19, no. 44, pp. 9773-9784. https://doi.org/10.1039/D1OB01584B, https://doi.org/10.1039/d1ob01584b

APA

Efremova, M. M., Makarova, A. A., Novikov, A. S., Kryukova, M. A., Kuznetsov, M. A., & Molchanov, A. P. (2021). Regio- and stereoselective (3+2)-cycloaddition reactions of nitrones with cyclic allenes. Organic and Biomolecular Chemistry, 19(44), 9773-9784. https://doi.org/10.1039/D1OB01584B, https://doi.org/10.1039/d1ob01584b

Vancouver

Efremova MM, Makarova AA, Novikov AS, Kryukova MA, Kuznetsov MA, Molchanov AP. Regio- and stereoselective (3+2)-cycloaddition reactions of nitrones with cyclic allenes. Organic and Biomolecular Chemistry. 2021 Nov 28;19(44):9773-9784. https://doi.org/10.1039/D1OB01584B, https://doi.org/10.1039/d1ob01584b

Author

Efremova, Mariia M. ; Makarova, Anastasia A. ; Novikov, Alexander S. ; Kryukova, Mariya A. ; Kuznetsov, Mikhail A. ; Molchanov, Alexander P. / Regio- and stereoselective (3+2)-cycloaddition reactions of nitrones with cyclic allenes. In: Organic and Biomolecular Chemistry. 2021 ; Vol. 19, No. 44. pp. 9773-9784.

BibTeX

@article{9bc2bdbe82a74dc882b5653df61c4b23,
title = "Regio- and stereoselective (3+2)-cycloaddition reactions of nitrones with cyclic allenes",
abstract = "An effective approach to access functionalized 2H-cyclonona(deca)[d]isoxazoles and 15-oxo-3,10-methanobenzo[b][1]azacyclododecines has been developed by the reaction of N-aryl-C,C-bis(methoxycarbonyl)nitrones with cyclonona(deca)-1,2-dienes in a one-pot fashion. The reaction of N-aryl-C-(phenylcarbamoyl)nitrones with these allenes proceeds strictly regioselectively giving the mixtures of diastereomeric isoxazolidines containing a double bond at the C-4-position of the isoxazolidine ring. The quantum chemical calculations show that the regioselectivity of these reactions is in good agreement with the reactivity indices of the considered compounds.",
keywords = "1,3-DIPOLAR CYCLOADDITIONS, ZOSTER VIRUS, ISOXAZOLIDINE, DIASTEREOSELECTIVITY, ANALOGS",
author = "Efremova, {Mariia M.} and Makarova, {Anastasia A.} and Novikov, {Alexander S.} and Kryukova, {Mariya A.} and Kuznetsov, {Mikhail A.} and Molchanov, {Alexander P.}",
year = "2021",
month = nov,
day = "28",
doi = "10.1039/D1OB01584B",
language = "Английский",
volume = "19",
pages = "9773--9784",
journal = "Organic and Biomolecular Chemistry",
issn = "1477-0520",
publisher = "Royal Society of Chemistry",
number = "44",

}

RIS

TY - JOUR

T1 - Regio- and stereoselective (3+2)-cycloaddition reactions of nitrones with cyclic allenes

AU - Efremova, Mariia M.

AU - Makarova, Anastasia A.

AU - Novikov, Alexander S.

AU - Kryukova, Mariya A.

AU - Kuznetsov, Mikhail A.

AU - Molchanov, Alexander P.

PY - 2021/11/28

Y1 - 2021/11/28

N2 - An effective approach to access functionalized 2H-cyclonona(deca)[d]isoxazoles and 15-oxo-3,10-methanobenzo[b][1]azacyclododecines has been developed by the reaction of N-aryl-C,C-bis(methoxycarbonyl)nitrones with cyclonona(deca)-1,2-dienes in a one-pot fashion. The reaction of N-aryl-C-(phenylcarbamoyl)nitrones with these allenes proceeds strictly regioselectively giving the mixtures of diastereomeric isoxazolidines containing a double bond at the C-4-position of the isoxazolidine ring. The quantum chemical calculations show that the regioselectivity of these reactions is in good agreement with the reactivity indices of the considered compounds.

AB - An effective approach to access functionalized 2H-cyclonona(deca)[d]isoxazoles and 15-oxo-3,10-methanobenzo[b][1]azacyclododecines has been developed by the reaction of N-aryl-C,C-bis(methoxycarbonyl)nitrones with cyclonona(deca)-1,2-dienes in a one-pot fashion. The reaction of N-aryl-C-(phenylcarbamoyl)nitrones with these allenes proceeds strictly regioselectively giving the mixtures of diastereomeric isoxazolidines containing a double bond at the C-4-position of the isoxazolidine ring. The quantum chemical calculations show that the regioselectivity of these reactions is in good agreement with the reactivity indices of the considered compounds.

KW - 1,3-DIPOLAR CYCLOADDITIONS

KW - ZOSTER VIRUS

KW - ISOXAZOLIDINE

KW - DIASTEREOSELECTIVITY

KW - ANALOGS

UR - http://www.scopus.com/inward/record.url?scp=85119851292&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/daef20ed-06f8-3d94-8edd-8b09e368ca0a/

U2 - 10.1039/D1OB01584B

DO - 10.1039/D1OB01584B

M3 - статья

VL - 19

SP - 9773

EP - 9784

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 44

ER -

ID: 88231747