Synthetic Applications of Aziridinium Ions

Nonactivated aziridine with an electron-donating group at the ring nitrogen should be activated to an aziridinium ion prior to being converted to cyclic and acyclic nitrogen-containing molecules. This review describes ways to generate aziridinium ions and their utilization for synthetic purposes. Sp...

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Main Authors: Jala Ranjith, Hyun-Joon Ha
Format: Article
Language:English
Published: MDPI AG 2021-03-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/6/1774
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author Jala Ranjith
Hyun-Joon Ha
author_facet Jala Ranjith
Hyun-Joon Ha
author_sort Jala Ranjith
collection DOAJ
description Nonactivated aziridine with an electron-donating group at the ring nitrogen should be activated to an aziridinium ion prior to being converted to cyclic and acyclic nitrogen-containing molecules. This review describes ways to generate aziridinium ions and their utilization for synthetic purposes. Specifically, the intra- and intermolecular formation of aziridinium ions with proper electrophiles are classified, and their regio- and stereoselective transformations with nucleophiles are described on the basis of recent developments.
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spelling doaj.art-3d031e039a8c4a46982a4b3d70c408212023-11-21T11:29:39ZengMDPI AGMolecules1420-30492021-03-01266177410.3390/molecules26061774Synthetic Applications of Aziridinium IonsJala Ranjith0Hyun-Joon Ha1Department of Chemistry, Hankuk University of Foreign Studies, Yongin 17035, KoreaDepartment of Chemistry, Hankuk University of Foreign Studies, Yongin 17035, KoreaNonactivated aziridine with an electron-donating group at the ring nitrogen should be activated to an aziridinium ion prior to being converted to cyclic and acyclic nitrogen-containing molecules. This review describes ways to generate aziridinium ions and their utilization for synthetic purposes. Specifically, the intra- and intermolecular formation of aziridinium ions with proper electrophiles are classified, and their regio- and stereoselective transformations with nucleophiles are described on the basis of recent developments.https://www.mdpi.com/1420-3049/26/6/1774aziridinenonactivated aziridineaziridinium ionring-openingsynthesisnitrogen-containing molecules
spellingShingle Jala Ranjith
Hyun-Joon Ha
Synthetic Applications of Aziridinium Ions
Molecules
aziridine
nonactivated aziridine
aziridinium ion
ring-opening
synthesis
nitrogen-containing molecules
title Synthetic Applications of Aziridinium Ions
title_full Synthetic Applications of Aziridinium Ions
title_fullStr Synthetic Applications of Aziridinium Ions
title_full_unstemmed Synthetic Applications of Aziridinium Ions
title_short Synthetic Applications of Aziridinium Ions
title_sort synthetic applications of aziridinium ions
topic aziridine
nonactivated aziridine
aziridinium ion
ring-opening
synthesis
nitrogen-containing molecules
url https://www.mdpi.com/1420-3049/26/6/1774
work_keys_str_mv AT jalaranjith syntheticapplicationsofaziridiniumions
AT hyunjoonha syntheticapplicationsofaziridiniumions