Ion-pairing catalysis in the enantioselective addition of hydrazones to N-acyldihydropyrrole derivatives

2018 ◽  
Vol 54 (64) ◽  
pp. 8905-8908 ◽  
Author(s):  
Nagore Zabaleta ◽  
Uxue Uria ◽  
Efraim Reyes ◽  
Luisa Carrillo ◽  
Jose L. Vicario
Keyword(s):  
Acid Catalysis ◽  
Ion Pairing ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Acyl Anion ◽  
Enantioselective Addition ◽  
Bronsted Acid Catalysis

Quaternary N-acyliminium salts generated from dihydropyrrole derivatives under Brønsted acid catalysis react with hydrazones, the latter participating as masked nucleophilic acyl anion equivalents.

scholarly journals Ternary complexes of chiral disulfonimides in transfer-hydrogenation of imines: the relevance of late intermediates in ion pair catalysis

2021 ◽  
Author(s):  
Matej Žabka ◽  
Ruth M. Gschwind
Keyword(s):  
Acid Catalysis ◽  
Computational Study ◽  
Ion Pairing ◽  
Ion Pair ◽  
Ternary Complexes ◽  
Transfer Hydrogenation ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

In ion pairing catalysis, the structures of advanced intermediates are often not accessible. Here, we present a combined experimental and computational study of ternary complexes in Brønsted acid catalysis, which show unexpected H-bond switching.

Brønsted Acid Catalysis: Hydrogen Bonding versus Ion Pairing in Imine Activation

2011 ◽  
Vol 50 (28) ◽  
pp. 6364-6369 ◽  
Author(s):  
Matthias Fleischmann ◽  
Diana Drettwan ◽  
Erli Sugiono ◽  
Magnus Rueping ◽  
Ruth M. Gschwind
Keyword(s):  
Hydrogen Bonding ◽  
Acid Catalysis ◽  
Ion Pairing ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

Brønsted Acid Catalysis: Hydrogen Bonding versus Ion Pairing in Imine Activation

2011 ◽  
Vol 123 (28) ◽  
pp. 6488-6493 ◽  
Author(s):  
Matthias Fleischmann ◽  
Diana Drettwan ◽  
Erli Sugiono ◽  
Magnus Rueping ◽  
Ruth M. Gschwind
Keyword(s):  
Hydrogen Bonding ◽  
Acid Catalysis ◽  
Ion Pairing ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

Practical catalytic enantioselective synthesis of 2,3-dihydroquin-azolinones by chiral brønsted acid catalysis

2021 ◽  
Author(s):  
Yongbiao Guo ◽  
Zhenhua Gao ◽  
Junchen Li ◽  
Xiaojing Bi ◽  
Enxue Shi ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Acid Catalysis ◽  
Enantioselective Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Chiral Bronsted Acid ◽  
Bronsted Acid Catalysis

An efficient, practical and scalable protocol to prepare chiral 2,3-dihydroquinazolinones was developed under catalysis of spirocyclic SPINOL-phosphoric acid.

Inhibition by Water during Heterogeneous Brønsted Acid Catalysis by Three-Dimensional Crystalline Organic Salts

2021 ◽  
Author(s):  
Alexander Gak ◽  
Svetlana Kuznetsova ◽  
Yulia Nelyubina ◽  
Alexander A. Korlyukov ◽  
Han Li ◽  
...  
Keyword(s):  
Acid Catalysis ◽  
Three Dimensional ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Organic Salts ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

Dual Nickel and Brønsted Acid Catalysis for Hydroalkenylation

2018 ◽  
Vol 57 (51) ◽  
pp. 16604-16605 ◽  
Author(s):  
Xiaohua Liu ◽  
Xiaoming Feng
Keyword(s):  
Acid Catalysis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

scholarly journals New opportunities in the stereoselective dearomatization of indoles

2016 ◽  
Vol 88 (3) ◽  
pp. 207-214 ◽  
Author(s):  
Elisabetta Manoni ◽  
Assunta De Nisi ◽  
Marco Bandini
Keyword(s):  
Acid Catalysis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Reaction Conditions ◽  
Brönsted Acid ◽  
High Yields ◽  
First Time ◽  
Tailored Design ◽  
Bronsted Acid Catalysis

AbstractThe regio- and stereoselective dearomatization of indoles is realized for the first time by combining readily available indolyl precursors and electron-rich allenes, namely allenamides and aryloxyallenes. Inter- as well as intramolecular condensations were realized under gold and Brønsted acid catalysis providing a range of densely functionalized indoline and indolenine cores in high yields and excellent stereochemical outcome. Chemodivergent reaction profiles (Micheal-type addition vs. [2+2]-cycloaddition) were realized by a tailored design of both reaction conditions and functionalization of the reaction partners.

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