scholarly journals Conversion of two stereocenters to one or two chiral axes: atroposelective synthesis of 2,3-diarylbenzoindoles

2019 ◽  
Vol 10 (28) ◽  
pp. 6777-6784 ◽  
Author(s):  
Yu-Long Hu ◽  
Zhe Wang ◽  
Hui Yang ◽  
Jie Chen ◽  
Zi-Bo Wu ◽  
...  

Central-to-axial chirality conversion provides efficient access to axially chiral compounds, and several examples regarding the conversion of one, two or four stereocenters to one axis have been reported.

2021 ◽  
Author(s):  
Wei Lin ◽  
Qun Zhao ◽  
Yao Li ◽  
Ming Pan ◽  
Chen Yang ◽  
...  

Compared with the well-developed C-C and C-N axial chirality, asymmetric synthesis of N-N axial chirality remains elusive and challenging. Herein we report the first atroposelective N-acylation reaction of quinazolinone type benzamides...


2021 ◽  
Vol 18 ◽  
Author(s):  
Lei-Yang Zhang ◽  
Jing-Bo Geng ◽  
Nai-Xing Wang ◽  
Yue-Hua Wu ◽  
Zhan Yan ◽  
...  

: The synthesis of axially chiral compounds has attracted a great deal of attention in the recent years. Herein, an efficient and economical synthetic route has been developed for 2-(3-carbamoylpyridin-2-yl) nicotinamide pyridine salts, an axially chiral compound. The starting material 1,10-phenanthroline has been readily available and 2-(3-carbamoylpyridin-2-yl) nicotinamide pyridine salts have been obtained in moderate to good yields. This protocol features simple operation and easy scalability. In addition, the axial chirality of the products has also been preliminary studied.


Author(s):  
Qiao-Yu Zhang ◽  
Shi-Jun Li ◽  
Yang Wang ◽  
Jinshuai Song ◽  
Yu Lan ◽  
...  

Although chiral sulfide/selenide-catalyzed electrophilic carbothiolation reaction to construct axially chiral compounds has achieved a breakthrough, understanding the possible mechanism and origin of stereoselectivity is still a challenging issue in this...


Author(s):  
Qian Zhao ◽  
Cheng Peng ◽  
Yu-Ting Wang ◽  
Gu Zhan ◽  
Bo Han

In recent decades, due to the significant utilization and increasing requirements of axially chiral compounds, especially axially chiral biaryls, substantial efforts have been devoted to the synthesis of these compounds....


2015 ◽  
Vol 44 (11) ◽  
pp. 3418-3430 ◽  
Author(s):  
J. Wencel-Delord ◽  
A. Panossian ◽  
F. R. Leroux ◽  
F. Colobert

Over the past decade the field of the synthesis of axially chiral compounds has been rapidly expanding. Not only key advances have been achieved concerning the already established strategies but also new synthetic routes have been devised. This review showcases the recent developments in this domain.


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.


RSC Advances ◽  
2018 ◽  
Vol 8 (37) ◽  
pp. 20483-20487 ◽  
Author(s):  
Tomoyuki Ikai ◽  
Naoya Nagata ◽  
Seiya Awata ◽  
Yuya Wada ◽  
Katsuhiro Maeda ◽  
...  

We have succeeded in developing triptycene-based chiral stationary phases with a distorted cyclic structure, which can resolve a series of axially chiral compounds.


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