Asymmetric Brønsted Acid Catalyzed Nucleophilic Addition to in situ Generated Chiral N-Acyliminium Ions

Synlett ◽  
2009 ◽  
Vol 2010 (01) ◽  
pp. 119-122 ◽  
Author(s):  
Magnus Rueping ◽  
Boris Nachtsheim
Keyword(s):  
Nucleophilic Addition ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Acyliminium Ions ◽  
Brönsted Acid ◽  
Acid Catalyzed

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...

scholarly journals Chiral Brønsted acid-catalyzed enantioselective Friedel–Crafts reaction of 2-methoxyfuran with aliphatic ketimines generated in situ

2016 ◽  
Vol 7 (2) ◽  
pp. 1057-1062 ◽  
Author(s):  
Azusa Kondoh ◽  
Yusuke Ota ◽  
Takazumi Komuro ◽  
Fuyuki Egawa ◽  
Kyohei Kanomata ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Acid Catalyst ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Chiral Phosphoric Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid

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.

scholarly journals 3-Component synthesis of α-substituted sulfonamides via Brønsted acid-catalyzed C(sp3)–H bond functionalization of 2-alkylazaarenes

2016 ◽  
Vol 14 (24) ◽  
pp. 5525-5528 ◽  
Author(s):  
T. Beisel ◽  
J. Kirchner ◽  
T. Kaehler ◽  
J. Knauer ◽  
Y. Soltani ◽  
...  
Keyword(s):  
Bronsted Acid ◽  
Brønsted Acid ◽  
Bond Functionalization ◽  
Brönsted Acid ◽  
Acid Catalyzed

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

scholarly journals Chiral Brønsted acid-catalyzed Friedel–Crafts alkylation of electron-rich arenes with in situ-generated ortho-quinone methides: highly enantioselective synthesis of diarylindolylmethanes and triarylmethanes

2015 ◽  
Vol 51 (8) ◽  
pp. 1461-1464 ◽  
Author(s):  
Satyajit Saha ◽  
Santosh Kumar Alamsetti ◽  
Christoph Schneider
Keyword(s):  
Enantioselective Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Quinone Methides ◽  
Reaction Conditions ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid ◽  
Hydrogen Bonded

Hydrogen-bonded, in situ-generated ortho-quinone methides undergo highly enantioselective Friedel–Crafts reactions with indoles and naphthols under mild reaction conditions.

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