scholarly journals Lewis Acid-Catalyzed Diastereoselective Synthesis of MultisubstitutedN-Acylaziridine-2-carboxamides from 2H-Azirines via Joullié–Ugi Three-Component Reaction

2018 ◽  
Vol 83 (7) ◽  
pp. 3570-3581 ◽  
Author(s):  
Anikó Angyal ◽  
András Demjén ◽  
Edit Wéber ◽  
Anita K. Kovács ◽  
János Wölfling ◽  
...  
2019 ◽  
Vol 15 ◽  
pp. 1061-1064 ◽  
Author(s):  
Alexei Lukin ◽  
Anna Bakholdina ◽  
Anna Kryukova ◽  
Alexander Sapegin ◽  
Mikhail Krasavin

A three-component reaction involving in situ generation of propargylureas and subsequent Zn(OTf)2-mediated cyclocondensation with a primary amine yielded trisubstituted 2-aminoimidazoles. These findings are in contrast to the previously reported base-promoted unimolecular cyclization of propargylureas (leading to 2-imidazolones) and extend the range of Lewis acid-catalyzed azole syntheses based on N-carbonyl propargylamines.


2020 ◽  
Vol 22 (5) ◽  
pp. 1903-1907 ◽  
Author(s):  
Bao Qiong Li ◽  
Zong-Wang Qiu ◽  
Ai-Jun Ma ◽  
Jin-Bao Peng ◽  
Na Feng ◽  
...  

2019 ◽  
Vol 84 (14) ◽  
pp. 9369-9377 ◽  
Author(s):  
Zhengwang Chen ◽  
Pei Liang ◽  
Fan Xu ◽  
Rulin Qiu ◽  
Qi Tan ◽  
...  

2017 ◽  
Vol 53 (61) ◽  
pp. 8521-8524 ◽  
Author(s):  
Zhe-Hao Wang ◽  
Huan-Huan Zhang ◽  
Dao-Ming Wang ◽  
Peng-Fei Xu ◽  
Yong-Chun Luo

The [3+4]-annulation between donor–acceptor cyclopropanes and anthranils has been developed for the diastereoselective synthesis of tetrahydro-1-benzazepine derivatives.


Synthesis ◽  
2017 ◽  
Vol 49 (18) ◽  
pp. 4229-4246 ◽  
Author(s):  
Arun Ghosh ◽  
Anthony Tomaine ◽  
Kelsey Cantwell

Cyclic ethers are widely abundant in natural products. Cyclic ether templates are also utilized in drug design and medicinal chemistry. Although the synthetic processes for this class of compounds have been studied extensively with respect to five- and six-membered rings, medium-sized cyclic ethers are synthetically more challenging due to a variety of factors. Herein, we report our results on the Lewis acid catalyzed synthesis of medium-sized cyclic ethers in a diastereoselective manner.


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