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When periphery matters : Enhanced reactivity of 8-oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione in the Castagnoli-Cushman reaction with imines. / Rashevskii, Artem; Bakulina, Olga; Novikov, Mikhail S.; Dar'in, Dmitry; Krasavin, Mikhail.

в: Tetrahedron Letters, Том 61, № 52, 152658, 24.12.2020.

Результаты исследований: Научные публикации в периодических изданияхстатьяРецензирование

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@article{5d8fb256158c4fef89b1521bc0aee3a6,
title = "When periphery matters: Enhanced reactivity of 8-oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione in the Castagnoli-Cushman reaction with imines",
abstract = "8-Oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione, cyclic anhydrides formed in situ from the respective dicarboxylic acids in the presence of acetic anhydride, possess an enhanced reactivity and display a broad substrate scope in the Castagnoli-Cushman reaction with imines.",
keywords = "Castagnoli-Cushman reaction, Cyclic anhydride, Dicarboxylic acids, Enol form, In situ cyclodehydration, Sulfur atom vacant d-orbitals",
author = "Artem Rashevskii and Olga Bakulina and Novikov, {Mikhail S.} and Dmitry Dar'in and Mikhail Krasavin",
note = "Funding Information: This research was supported by the Russian Foundation for Basic Research (project grant 18-33-20194). We thank the Research Center for Magnetic Resonance, the Center for Chemical Analysis and Materials Research, the Center for Applied aerodynamics, the Computing Center and the Center for X-ray Diffraction Methods of Saint Petersburg State University Research Park for obtaining the analytical data and performing quantum chemical calculations. Publisher Copyright: {\textcopyright} 2020 Elsevier Ltd Copyright: Copyright 2020 Elsevier B.V., All rights reserved.",
year = "2020",
month = dec,
day = "24",
doi = "10.1016/j.tetlet.2020.152658",
language = "English",
volume = "61",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",
number = "52",

}

RIS

TY - JOUR

T1 - When periphery matters

T2 - Enhanced reactivity of 8-oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione in the Castagnoli-Cushman reaction with imines

AU - Rashevskii, Artem

AU - Bakulina, Olga

AU - Novikov, Mikhail S.

AU - Dar'in, Dmitry

AU - Krasavin, Mikhail

N1 - Funding Information: This research was supported by the Russian Foundation for Basic Research (project grant 18-33-20194). We thank the Research Center for Magnetic Resonance, the Center for Chemical Analysis and Materials Research, the Center for Applied aerodynamics, the Computing Center and the Center for X-ray Diffraction Methods of Saint Petersburg State University Research Park for obtaining the analytical data and performing quantum chemical calculations. Publisher Copyright: © 2020 Elsevier Ltd Copyright: Copyright 2020 Elsevier B.V., All rights reserved.

PY - 2020/12/24

Y1 - 2020/12/24

N2 - 8-Oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione, cyclic anhydrides formed in situ from the respective dicarboxylic acids in the presence of acetic anhydride, possess an enhanced reactivity and display a broad substrate scope in the Castagnoli-Cushman reaction with imines.

AB - 8-Oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione, cyclic anhydrides formed in situ from the respective dicarboxylic acids in the presence of acetic anhydride, possess an enhanced reactivity and display a broad substrate scope in the Castagnoli-Cushman reaction with imines.

KW - Castagnoli-Cushman reaction

KW - Cyclic anhydride

KW - Dicarboxylic acids

KW - Enol form

KW - In situ cyclodehydration

KW - Sulfur atom vacant d-orbitals

UR - http://www.scopus.com/inward/record.url?scp=85096832311&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/a61175b9-d8b9-35d0-8a49-7d5451fb6cb9/

U2 - 10.1016/j.tetlet.2020.152658

DO - 10.1016/j.tetlet.2020.152658

M3 - Article

AN - SCOPUS:85096832311

VL - 61

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 52

M1 - 152658

ER -

ID: 71395306