Hypercrosslinking chiral Brønsted acids into porous organic polymers for efficient heterogeneous asymmetric organosynthesis

2021 ◽  
Author(s):  
Xiaoming Liu ◽  
Yuwei Zhang ◽  
Zhenwei Zhang ◽  
Si Ma ◽  
Ji Jia ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Alkylation Reaction ◽  
High Porosity ◽  
One Pot ◽  
Chiral Phosphoric Acid ◽  
Axially Chiral ◽  
Construction Strategy ◽  
Chiral Brønsted Acids ◽  
Hypercrosslinked Polymers ◽  
Excellent Stability

Here, we certificated a construction strategy for directly immobilizing the axially chiral phosphoric acid into hypercrosslinked polymers by one-pot Friedel-Crafts alkylation reaction. They have high porosity, excellent stability and tailorable...

scholarly journals Recent advances in the asymmetric phosphoric acid-catalyzed synthesis of axially chiral compounds

2021 ◽  
Vol 17 ◽  
pp. 2729-2764
Author(s):  
Alemayehu Gashaw Woldegiorgis ◽  
Xufeng Lin
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Catalysis ◽  
Medicinal Chemistry ◽  
High Efficiency ◽  
Biologically Active ◽  
Chiral Compounds ◽  
Chiral Phosphoric Acid ◽  
Wide Range ◽  
Axially Chiral ◽  
Acid Catalyzed

In recent years, the synthesis of axially chiral compounds has received considerable attention due to their extensive application as biologically active compounds in medicinal chemistry and as chiral ligands in asymmetric catalysis. Chiral phosphoric acids are recognized as efficient organocatalysts for a variety of enantioselective transformations. In this review, we summarize the recent development of chiral phosphoric acid-catalyzed synthesis of a wide range of axially chiral biaryls, heterobiaryls, vinylarenes, N-arylamines, spiranes, and allenes with high efficiency and excellent stereoselectivity.

Chiral phosphoric acid catalyzed atroposelective and diastereoselective synthesis of 9-aryltetrahydroacridines

2020 ◽  
Vol 7 (16) ◽  
pp. 2255-2262 ◽  
Author(s):  
You-Dong Shao ◽  
Dan-Dan Han ◽  
Wen-Yue Ma ◽  
Dao-Juan Cheng
Keyword(s):  
Phosphoric Acid ◽  
Diastereoselective Synthesis ◽  
Chiral Phosphoric Acid ◽  
Axially Chiral ◽  
Acid Catalyzed

A chiral phosphoric acid catalyzed atroposelective annulation between 2-aminoaryl ketones and alicyclic ketones has been developed to access a new library of enantioenriched axially chiral 9-aryltetrahydroacridines.

Chiral phosphoric acid catalyzed enantioselective N-alkylation of indoles with in situ generated cyclic N-acyl ketimines

2018 ◽  
Vol 54 (66) ◽  
pp. 9230-9233 ◽  
Author(s):  
Lvye Zhang ◽  
Binqiang Wu ◽  
Zhangtao Chen ◽  
Jinjin Hu ◽  
Xiaofei Zeng ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Alkylation Reaction ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

A chiral SPINOL derived phosphoric acid-catalyzed asymmetric N-alkylation reaction of indoles with cyclic α-diaryl-substituted N-acyl imines, which are generated in situ from 3-aryl 3-hydroxyisoindo-linones, has been demonstrated.

A Doubly Axially Chiral Phosphoric Acid Catalyst for the Asymmetric Tandem Oxyfluorination of Enamides

2012 ◽  
Vol 124 (38) ◽  
pp. 9822-9826 ◽  
Author(s):  
Takashi Honjo ◽  
Robert J. Phipps ◽  
Vivek Rauniyar ◽  
F. Dean Toste
Keyword(s):  
Phosphoric Acid ◽  
Acid Catalyst ◽  
Chiral Phosphoric Acid ◽  
Axially Chiral

Asymmetric synthesis of atropisomeric pyrazole via an enantioselective reaction of azonaphthalene with pyrazolone

2019 ◽  
Vol 55 (84) ◽  
pp. 12715-12718 ◽  
Author(s):  
Huijun Yuan ◽  
Yao Li ◽  
Hanhui Zhao ◽  
Zhihong Yang ◽  
Xin Li ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Synthesis ◽  
Pyrazole Derivatives ◽  
Asymmetric Reaction ◽  
Chiral Phosphoric Acid ◽  
Wide Range ◽  
Axially Chiral ◽  
Enantioselective Reaction ◽  
Catalytic Asymmetric

The first catalytic asymmetric reaction of azonaphthalene with pyrazolone has been established. A wide range of axially chiral pyrazole derivatives have been achieved in good yields (68–99%) with excellent enantioselectivities (83–98% ee) by utilizing chiral phosphoric acid as a catalyst.

Organocatalytic Stereoselective 1,6-Addition of Thiolacetic Acids to Propargylic Indole Imine Methides: Access to Axially Chiral Sulfur-containing Tetrasubstituted Allenes

2021 ◽  
Author(s):  
Ziyang Wang ◽  
Xiao Lin ◽  
Xuling Chen ◽  
Pengfei Li ◽  
Wenjun Li
Keyword(s):  
Phosphoric Acid ◽  
Conjugate Addition ◽  
Chiral Phosphoric Acid ◽  
Axially Chiral ◽  
Propargylic Alcohol ◽  
Acid Catalyzed ◽  
Sulfur Containing ◽  
Thiolacetic Acid

A chiral phosphoric acid catalyzed enantioselective 1,6-conjugate addition of thiolacetic acid to propargylic indole imine methide in situ formed from α-(3-indolyl) propargylic alcohol has been established, which enables the formation...

scholarly journals Redox deracemization of β,γ-alkynyl α-amino esters

2020 ◽  
Vol 11 (17) ◽  
pp. 4444-4449 ◽  
Author(s):  
Lu Zhang ◽  
Rongxiu Zhu ◽  
Aili Feng ◽  
Changyin Zhao ◽  
Lei Chen ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Aerobic Oxidation ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
One Pot ◽  
Amino Esters ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

A one-pot deracemization of β,γ-alkynyl α-amino esters consisting of an aerobic oxidation and chiral phosphoric acid-catalyzed asymmetric transfer hydrogenation has been described.

Chiral Phosphoric Acid Catalyzed Highly Enantioselective Friedel–Crafts Alkylation Reaction of C3-Substituted Indoles to β,γ-Unsaturated α-Ketimino Esters

2015 ◽  
Vol 17 (3) ◽  
pp. 540-543 ◽  
Author(s):  
Bo Bi ◽  
Qin-Xin Lou ◽  
Yu-Yang Ding ◽  
Sheng-Wei Chen ◽  
Sha-Sha Zhang ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Alkylation Reaction ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed
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