scholarly journals Enantioselective Nazarov cyclization of indole enones cooperatively catalyzed by Lewis acids and chiral Brønsted acids

2017 ◽  
Vol 8 (10) ◽  
pp. 7197-7202 ◽  
Author(s):  
Guo-Peng Wang ◽  
Meng-Qing Chen ◽  
Shou-Fei Zhu ◽  
Qi-Lin Zhou

The first enantioselective Nazarov cyclization of substrates with only one coordinating site and with proton-transfer as an enantioselective-determining step was realized by means of cooperative catalysis with a Lewis acid and a chiral Brønsted acid.

2017 ◽  
Vol 15 (31) ◽  
pp. 6474-6477 ◽  
Author(s):  
Jianjun Li ◽  
Yiwei Fu ◽  
Cong Qin ◽  
Yang Yu ◽  
Hao Li ◽  
...  

A mild and efficient asymmetric cyclization reaction catalyzed by chiral Brønsted acids has been developed for the synthesis of chiral isoquinolinonaphthyridines.


2014 ◽  
Vol 356 (16) ◽  
pp. 3451-3455 ◽  
Author(s):  
Shaolin Zhou ◽  
Steffen Fleischer ◽  
Haijun Jiao ◽  
Kathrin Junge ◽  
Matthias Beller

2018 ◽  
Vol 54 (6) ◽  
pp. 662-665 ◽  
Author(s):  
V. Fasano ◽  
J. H. W. LaFortune ◽  
J. M. Bayne ◽  
M. J. Ingleson ◽  
D. W. Stephan

Electrophilic phosphonium cations (EPCs) containing a –CF3 group are stable to air, water, alcohol and strong Brønsted acid and function as Lewis acid catalysts without requiring anhydrous reaction conditions.


2020 ◽  
Vol 16 ◽  
pp. 88-105
Author(s):  
Katarzyna Włodarczyk ◽  
Piotr Borowski ◽  
Marek Stankevič

β-Hydroxyalkylphosphine sulfides undergo [1,3]- or [1,4]-sulfur atom phosphorus-to-carbon migration in the presence of Lewis or Brønsted acids. The direction of sulfur atom migration depends on the type of acid used for the reaction. In the presence of a Brønsted acid, mainly [1,3]-rearrangement is observed, whereas a Lewis acid catalyzes the [1,4]-sulfur migration. To gain insight into the mechanism of these transformations, the stereochemistry of these rearrangements have been tested, along with the conduction of some control experiments and DFT calculations.


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