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Cooperative Silver‐ and Base‐Catalyzed Diastereoselective Cycloaddition of Nitrones with Methylene Isocyanides: Access to 2‐Imidazolinones.

Authors :
Chen, Yan
Wu, Yijing
Shatskiy, Andrey
Kan, Yuhe
Kärkäs, Markus D.
Liu, Jian‐Quan
Wang, Xiang‐Shan
Source :
European Journal of Organic Chemistry; 6/23/2020, Vol. 2020 Issue 23, p3475-3479, 5p
Publication Year :
2020

Abstract

A protocol involving cooperative silver‐ and base‐catalyzed diastereoselective cycloaddition of nitrones with isocyanides is described, providing access to a wide range of 2‐imidazolinone derivatives with various functional groups as single diastereomers. Varying the base and temperature of the reaction allowed selective access to both diastereomers of the product. A plausible reaction mechanism is proposed and supported by DFT calculations. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
1434193X
Volume :
2020
Issue :
23
Database :
Complementary Index
Journal :
European Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
144200725
Full Text :
https://doi.org/10.1002/ejoc.202000437