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A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group

A highly diastereoselective tandem reaction of 2'-nitrochalcones is reported, involving Michael addition and a subsequent ipso-substitution of the nitro group to produce 1-tetralones with two contiguous chiral centers. A related annulation reaction of 2'-nitrochalcones with potassium cyani...

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Главные авторы: Aksenov, N. A., Аксенов, Н. А., Aksenov, D. A., Аксенов, Д. А., Ganusenko, D. D., Ганусенко, Д. Д., Kurenkov, I. A., Куренков, И. А., Aksenov, A. V., Аксенов, А. В.
Формат: Статья
Язык:English
Опубликовано: 2023
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Online-ссылка:https://dspace.ncfu.ru/handle/20.500.12258/23806
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spelling ir-20.500.12258-238062025-02-11T08:34:28Z A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group Aksenov, N. A. Аксенов, Н. А. Aksenov, D. A. Аксенов, Д. А. Ganusenko, D. D. Ганусенко, Д. Д. Kurenkov, I. A. Куренков, И. А. Aksenov, A. V. Аксенов, А. В. Tandem Michael reaction Ipso-substitution of the nitro group Tetralone derivatives A highly diastereoselective tandem reaction of 2'-nitrochalcones is reported, involving Michael addition and a subsequent ipso-substitution of the nitro group to produce 1-tetralones with two contiguous chiral centers. A related annulation reaction of 2'-nitrochalcones with potassium cyanide affording 1-indanones with a C3-quaternary chiral center is also demonstrated. 2023-06-30T12:23:59Z 2023-06-30T12:23:59Z 2023 Статья Aksenov, N.A., Aksenov, D.A., Ganusenko, D.D., Kurenkov, I.A., Aksenov, A.V. A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group // Journal of Organic Chemistry. - 2023. - 88(9), pp, 5639–5651. - DOI: 10.1021/acs.joc.3c00134 http://hdl.handle.net/20.500.12258/23806 en Journal of Organic Chemistry application/pdf application/pdf
institution СКФУ
collection Репозиторий
language English
topic Tandem Michael reaction
Ipso-substitution of the nitro group
Tetralone derivatives
spellingShingle Tandem Michael reaction
Ipso-substitution of the nitro group
Tetralone derivatives
Aksenov, N. A.
Аксенов, Н. А.
Aksenov, D. A.
Аксенов, Д. А.
Ganusenko, D. D.
Ганусенко, Д. Д.
Kurenkov, I. A.
Куренков, И. А.
Aksenov, A. V.
Аксенов, А. В.
A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group
description A highly diastereoselective tandem reaction of 2'-nitrochalcones is reported, involving Michael addition and a subsequent ipso-substitution of the nitro group to produce 1-tetralones with two contiguous chiral centers. A related annulation reaction of 2'-nitrochalcones with potassium cyanide affording 1-indanones with a C3-quaternary chiral center is also demonstrated.
format Статья
author Aksenov, N. A.
Аксенов, Н. А.
Aksenov, D. A.
Аксенов, Д. А.
Ganusenko, D. D.
Ганусенко, Д. Д.
Kurenkov, I. A.
Куренков, И. А.
Aksenov, A. V.
Аксенов, А. В.
author_facet Aksenov, N. A.
Аксенов, Н. А.
Aksenov, D. A.
Аксенов, Д. А.
Ganusenko, D. D.
Ганусенко, Д. Д.
Kurenkov, I. A.
Куренков, И. А.
Aksenov, A. V.
Аксенов, А. В.
author_sort Aksenov, N. A.
title A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group
title_short A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group
title_full A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group
title_fullStr A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group
title_full_unstemmed A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group
title_sort diastereoselective assembly of tetralone derivatives via a tandem michael reaction and ipso-substitution of the nitro group
publishDate 2023
url https://dspace.ncfu.ru/handle/20.500.12258/23806
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