Asymmetric Brønsted Acid-catalyzed Intramolecular aza-Michael Reaction – Enantioselective Synthesis of Dihydroquinolinones

2012 ◽  
Vol 67 (10) ◽  
pp. 1021-1029 ◽  
Author(s):  
Magnus Rueping ◽  
Stefan A. Moreth ◽  
Michael Bolte
Keyword(s):  
Michael Addition ◽  
Heterocyclic Compounds ◽  
Michael Reaction ◽  
Biological Activities ◽  
Enantioselective Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
High Yields

The enantioselective synthesis of 2-aryl-substituted 2,3-dihydroquinolin-4-ones, a class of heterocyclic compounds with interesting biological activities, has been achieved through a Brønsted acidcatalyzed enantioselective intramolecular Michael addition. The products are available in moderate to high yields and with good enantioselectivities.

Chiral Brønsted acid-catalysed enantioselective synthesis of isoindolinone-derived N(acyl),S-acetals

2016 ◽  
Vol 52 (10) ◽  
pp. 2071-2074 ◽  
Author(s):  
Josipa Suć ◽  
Irena Dokli ◽  
Matija Gredičak
Keyword(s):  
Enantioselective Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid ◽  
High Yields

Chiral Brønsted acid catalyzed synthesis of N(acyl),S-acetals from in situ generated ketimines proceeds in high yields and enantioselectivities.

Brønsted Acid-catalyzed Dynamic Kinetic Resolution of in situ Formed Acyclic N,O-hemiaminals: Cascade Synthesis of Chiral Cyclic N,O-aminals

2021 ◽  
Author(s):  
Xue-Jiao Lv ◽  
Yong-Chao Ming ◽  
Hui-Chun Wu ◽  
Yankai Liu
Keyword(s):  
Kinetic Resolution ◽  
Michael Reaction ◽  
Amide Group ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Dynamic Kinetic Resolution ◽  
Brönsted Acid ◽  
Acid Catalyzed

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...

Brønsted Acid-Catalyzed Enantioselective Synthesis of Isatin- DerivedN,S-Acetals

2015 ◽  
Vol 357 (4) ◽  
pp. 672-676 ◽  
Author(s):  
Christian Beceño ◽  
Pankaj Chauhan ◽  
Andreas Rembiak ◽  
Ai Wang ◽  
Dieter Enders
Keyword(s):  
Enantioselective Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed

Solvent-free Brønsted acid-catalyzed Michael addition of nitrogen- and carbon-containing nucleophiles by ultrasound activation

2014 ◽  
Vol 55 (5) ◽  
pp. 1002-1005 ◽  
Author(s):  
Xiu-Jiang Du ◽  
Zhi-Peng Wang ◽  
Yan-Ling Hou ◽  
Cheng Zhang ◽  
Zheng-Ming Li ◽  
...  
Keyword(s):  
Michael Addition ◽  
Solvent Free ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Ultrasound Activation
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