Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes

Enantiomerically enriched cyclopropyl ethers, amines, and cyclopropylazole derivatives possessing three stereogenic carbon atoms in a small cycle are obtained via the diastereoselective, formal nucleophilic substitution of chiral, non-racemic bromocyclopropanes. The key feature of this methodology i...

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Главные авторы:	Rubina, M. Y., Рубина, М. Ю., Rubin, M. A., Рубин, М. А.
Формат:	Статья
Язык:	English
Опубликовано:	MDPI 2022
Темы:	Cyclopropanes Cyclopropenes Metal-templated reactions Nucleophilic addition
Online-ссылка:	https://dspace.ncfu.ru/handle/20.500.12258/21954
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id	ir-20.500.12258-21954
record_format	dspace
spelling	ir-20.500.12258-219542025-03-06T12:27:22Z Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes Rubina, M. Y. Рубина, М. Ю. Rubin, M. A. Рубин, М. А. Cyclopropanes Cyclopropenes Metal-templated reactions Nucleophilic addition Enantiomerically enriched cyclopropyl ethers, amines, and cyclopropylazole derivatives possessing three stereogenic carbon atoms in a small cycle are obtained via the diastereoselective, formal nucleophilic substitution of chiral, non-racemic bromocyclopropanes. The key feature of this methodology is the utilization of the chiral center of the cyclopropene intermediate, which governs the configuration of the two adjacent stereocenters that are successively installed via 1,4-addition/epimerization sequence. 2022-12-07T13:06:46Z 2022-12-07T13:06:46Z 2022 Статья Straub, H., Ryabchuk, P., Rubina, M., Rubin, M. Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes // Molecules. - 2022. - Volume 27. - Issue 20. - Номер статьи 7069. - DOI10.3390/molecules27207069 http://hdl.handle.net/20.500.12258/21954 en Molecules application/pdf application/pdf MDPI
institution	СКФУ
collection	Репозиторий
language	English
topic	Cyclopropanes Cyclopropenes Metal-templated reactions Nucleophilic addition
spellingShingle	Cyclopropanes Cyclopropenes Metal-templated reactions Nucleophilic addition Rubina, M. Y. Рубина, М. Ю. Rubin, M. A. Рубин, М. А. Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes
description	Enantiomerically enriched cyclopropyl ethers, amines, and cyclopropylazole derivatives possessing three stereogenic carbon atoms in a small cycle are obtained via the diastereoselective, formal nucleophilic substitution of chiral, non-racemic bromocyclopropanes. The key feature of this methodology is the utilization of the chiral center of the cyclopropene intermediate, which governs the configuration of the two adjacent stereocenters that are successively installed via 1,4-addition/epimerization sequence.
format	Статья
author	Rubina, M. Y. Рубина, М. Ю. Rubin, M. A. Рубин, М. А.
author_facet	Rubina, M. Y. Рубина, М. Ю. Rubin, M. A. Рубин, М. А.
author_sort	Rubina, M. Y.
title	Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes
title_short	Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes
title_full	Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes
title_fullStr	Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes
title_full_unstemmed	Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes
title_sort	preparation of chiral enantioenriched densely substituted cyclopropyl azoles, amines, and ethers via formal sn2′ substitution of bromocylopropanes
publisher	MDPI
publishDate	2022
url	https://dspace.ncfu.ru/handle/20.500.12258/21954
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Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes

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