Construction of Axially Chiral Styrene-Type Allylamines via Chiral Phosphoric Acid-Catalyzed Asymmetric Reductive Amination

Author(s):  
You-Dong Shao ◽  
Jin-Shuo Feng ◽  
Dan-Dan Han ◽  
Kang-Hui Pan ◽  
Ling Zhang ◽  
...  

The first enantioselective synthesis of axially chiral styrene-type allylamines was achieved through chiral phosphoric acid mediated atroposelective reductive amination of 1-enal substituted 2-naphthols. This protocol features a broad substrate scope,...

Synlett ◽  
2018 ◽  
Vol 30 (04) ◽  
pp. 483-487 ◽  
Author(s):  
Shuo Tong ◽  
Mei-Xiang Wang

A general and efficient method for the synthesis of highly enantiopure 4-amino-1,2,3,4-tetradydropyridine derivatives based on chiral phosphoric acid catalyzed intramolecular nucleophilic addition of tertiary enamides to imines has been developed. We have also demonstrated a substrate engineering strategy to significantly improve the enantioselectivity of asymmetric catalysis


2021 ◽  
Vol 17 ◽  
pp. 2729-2764
Author(s):  
Alemayehu Gashaw Woldegiorgis ◽  
Xufeng Lin

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.


2018 ◽  
Vol 130 (37) ◽  
pp. 12297-12301 ◽  
Author(s):  
Coralie Gelis ◽  
Guillaume Levitre ◽  
Jérémy Merad ◽  
Pascal Retailleau ◽  
Luc Neuville ◽  
...  

2020 ◽  
Vol 7 (16) ◽  
pp. 2255-2262 ◽  
Author(s):  
You-Dong Shao ◽  
Dan-Dan Han ◽  
Wen-Yue Ma ◽  
Dao-Juan Cheng

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.


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