Back
A full regioselective and stereoselective synthesis of 4-nitroisoxazolidines via stepwise [3 + 2] cycloaddition reactions between (Z)-C-(9-anthryl)-N-arylnitrones and (E)-3,3,3-trichloro-1-nitroprop-1-ene: comprehensive experimental and theoretical study
Authors:
- Radomir Jasiński,
- Magdalena Żmigrodzka,
- Ewa Dresler,
- Karolina Kula
Abstract
In the contrast to all known [3 + 2] cycloadditions between nitrones and conjugated nitroalkenes, reactions of (E)-3,3,3-trichloro-1-nitroprop-1-ene with (Z)-C-(9-anthryl)-N-arylnitrones are proceeding in a fully regioselective and stereoselective manner. Additionally, density functional theory calculations suggest stepwise, zwitterionic mechanism of these cycloadditions.
- Record ID
- CUTb6ae504bd846441084440ed8491cbe36
- Publication categories
- ;
- Author
- Journal series
- Journal of Heterocyclic Chemistry, ISSN 0022-152X, e-ISSN 1943-5193
- Issue year
- 2017
- Vol
- 54
- No
- 6
- Pages
- 3314-3320
- Other elements of collation
- rys.; tab.; Bibliografia (na s.) - 3319-3320; Bibliografia (liczba pozycji) - 33; Oznaczenie streszczenia - Streszcz. ang.; Numeracja w czasopiśmie - Vol. 54, Iss. 6
- Keywords in English
- cycloaddition
- DOI
- DOI:10.1002/jhet.2951 Opening in a new tab
- URL
- http://onlinelibrary.wiley.com/doi/10.1002/jhet.2951/full Opening in a new tab
- Language
- eng (en) English
- Score (nominal)
- 20
- Additional fields
- Indeksowana w: Web of Science, Scopus
- Uniform Resource Identifier
- https://cris.pk.edu.pl/info/article/CUTb6ae504bd846441084440ed8491cbe36/
- URN
urn:pkr-prod:CUTb6ae504bd846441084440ed8491cbe36
* presented citation count is obtained through Internet information analysis, and it is close to the number calculated by the Publish or PerishOpening in a new tab system.