Please use this identifier to cite or link to this item:
10.3390/ijms222313145
| Title: | An easy route to aziridine ketones and carbinols |
| Authors: | Strumfs, Boriss Hermane, Jekaterina Belyakov, Sergey Sobolevs, Artjoms Velikijs, Kirils Uljanovs, Romans Trapencieris, Peteris Strumfa, Ilze Department of Pathology Faculty of Medicine |
| Keywords: | Aziridines;Carbinols;Ketones;Organolithium reagents;Regioselectivity;Tertiary amides;1.4 Chemical sciences;1.1. Scientific article indexed in Web of Science and/or Scopus database;Catalysis;Molecular Biology;Spectroscopy;Computer Science Applications;Physical and Theoretical Chemistry;Organic Chemistry;Inorganic Chemistry |
| Issue Date: | 5-Dec-2021 |
| Citation: | Strumfs , B , Hermane , J , Belyakov , S , Sobolevs , A , Velikijs , K , Uljanovs , R , Trapencieris , P & Strumfa , I 2021 , ' An easy route to aziridine ketones and carbinols ' , International Journal of Molecular Sciences , vol. 22 , no. 23 , 13145 . https://doi.org/10.3390/ijms222313145 |
| Abstract: | N,N-Dimethylaziridine-2-carboxamides react with organolithium reagents yielding 2-aziridinylketones. The reaction with one equivalent of organolithium compound is selective to amide carbonyl at a low (−78◦C) temperature. These ketones, in reaction with organolithium reagents, give symmetrical and unsymmetrical aziridinyl carbinols. The usage of excess phenyllithium may serve as a special N-Boc-protecting group cleavage method for acid-sensitive substrates. |
| Description: | Funding Information: Funding: This research was funded by the European Regional Development Fund, project No. 1.1.1.2/VIAA/1/16/242. The APC was funded by Riga Stradins University, Riga, Latvia. Publisher Copyright: © 2021 by the authors. Licensee MDPI, Basel, Switzerland. |
| DOI: | 10.3390/ijms222313145 |
| ISSN: | 1661-6596 |
| Appears in Collections: | Research outputs from Pure / Zinātniskās darbības rezultāti no ZDIS Pure |
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| File | Size | Format | |
|---|---|---|---|
| An_Easy_Route_to_Aziridine_Ketones_and_Carbinols.pdf | 1.69 MB | Adobe PDF | View/Open |
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