Brønsted Acid-Catalyzed Enantioselective Addition of 1,3-Diones to in situ Generated N-Acyl Ketimines

Author(s):  
Milon Mohan Sadhu ◽  
Sumit Kumar Ray ◽  
Rajshekhar A. Unhale ◽  
Vinod K. Singh

A Brønsted acid-catalyzed asymmetric Mannich-type addition of 1,3-diones to cyclic N-acyl ketimines is reported for the synthesis of enantioenriched isoindolinones. Various dicarbonyl-substituted isoindolinones bearing quaternary carbon stereocenter were synthesized with...

Author(s):  
Xue-Jiao Lv ◽  
Yong-Chao Ming ◽  
Hui-Chun Wu ◽  
Yankai Liu

A Brønsted acid-catalyzed cascade acyclic N,O-hemiaminal formation/oxa-Michael reaction is developed for the synthesis of cis-2,6-disubstituted tetrahydropyrans bearing an exo amide group, that is, cyclic N,O-aminals. By using TsOH, various different...


2010 ◽  
Vol 12 (10) ◽  
pp. 2414-2417 ◽  
Author(s):  
Xiaofei Zeng ◽  
Kehan Ye ◽  
Min Lu ◽  
Pei Juan Chua ◽  
Bin Tan ◽  
...  

2016 ◽  
Vol 7 (2) ◽  
pp. 1057-1062 ◽  
Author(s):  
Azusa Kondoh ◽  
Yusuke Ota ◽  
Takazumi Komuro ◽  
Fuyuki Egawa ◽  
Kyohei Kanomata ◽  
...  

An enantioselective Friedel–Crafts reaction with aliphatic ketimines generated in situ from hemiaminal ethers afforded products with high enantioselectivity under the influence of a chiral phosphoric acid catalyst.


2016 ◽  
Vol 14 (24) ◽  
pp. 5525-5528 ◽  
Author(s):  
T. Beisel ◽  
J. Kirchner ◽  
T. Kaehler ◽  
J. Knauer ◽  
Y. Soltani ◽  
...  

A Brønsted acid-catalyzed addition of 2-alkylazaarenes to in situ generated N-sulfonylimines through selective C(sp3)–H bond functionalization has been developed.


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