Enantioselective synthesis of 1-aminoindene derivatives via asymmetric Brønsted acid catalysis

2021 ◽  
Author(s):  
Xiang Wu ◽  
Du Ding ◽  
Ying Zhang ◽  
Hua-Jie Jiang ◽  
Tao Wang ◽  
...  
Keyword(s):  
Acid Catalysis ◽  
Enantioselective Synthesis ◽  
Cyclization Reaction ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Iminium Ion ◽  
Catalytic Asymmetric ◽  
Bronsted Acid Catalysis

We describe a catalytic asymmetric iminium ion cyclization reaction of simple 2-alkenylbenzaldimines using a BINOL-derived chiral N-triflyl phosphoramide. The corresponding 1-aminoindenes and tetracyclic 1-aminoindanes are formed in good yields and...

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.

Visible-Light Induction/Brønsted Acid Catalysis in Relay for the Enantioselective Synthesis of Tetrahydroquinolines

2019 ◽  
Vol 21 (11) ◽  
pp. 4173-4176 ◽  
Author(s):  
Wenhui Xiong ◽  
Shan Li ◽  
Bo Fu ◽  
Jinping Wang ◽  
Qiu-An Wang ◽  
...  
Keyword(s):  
Visible Light ◽  
Acid Catalysis ◽  
Enantioselective Synthesis ◽  
Light Induction ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

Access to chiral 1-aminoindene derivatives by asymmetric Brønsted acid catalysis

Synlett ◽  
2021 ◽  
Author(s):  
Xiang Wu
Keyword(s):  
Acid Catalysis ◽  
Symptomatic Treatment ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Iminium Ion ◽  
Asymmetric Organocatalysis ◽  
Chiral Bronsted Acid ◽  
Synthetic Intermediate ◽  
Bronsted Acid Catalysis

Asymmetric organocatalysis is emerging as an elegant tool for accelerating chemical reactions and creating specific types of molecules. Chiral Brønsted acid catalysis is an important area of organocatalysis. Recently we described a chiral Brønsted acid (N-triflyl phosphoramide) catalyzed intramolecular iminium ion cyclization reaction of 2-alkenylbenzaldimines for the synthesis of chiral 1-aminoindenes and tetracyclic 1-aminoindanes in good yields and high enantioselectivities. The obtained 1-aminoindene can be utilized as useful synthetic intermediate for synthesis of (S)-rasagiline, an effective drug for the symptomatic treatment of Parkinson's disease. And the obtained tetracyclic 1-aminoindanes are the skeleton of homoisoflavanoid natural products such as brazilin.

scholarly journals Enantioselective Synthesis of α‐Aryl‐β2‐Amino‐esters via Cooperative Isothiourea and Brønsted Acid Catalysis

2021 ◽  
Author(s):  
Andrew David Smith ◽  
Feng Zhao ◽  
Chang Shu ◽  
Claire M. Young ◽  
Cameron Carpenter-Warren ◽  
...  
Keyword(s):  
Acid Catalysis ◽  
Enantioselective Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Amino Esters ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

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
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