scholarly journals Asymmetric Synthesis of N-N Axially Chiral Compounds via Organocatalytic Atroposelective N-Acylation

2021 ◽  
Author(s):  
Wei Lin ◽  
Qun Zhao ◽  
Yao Li ◽  
Ming Pan ◽  
Chen Yang ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Acylation Reaction ◽  
Axial Chirality ◽  
Chiral Compounds ◽  
Axially Chiral

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...

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 ◽  
...  
Keyword(s):  
Axial Chirality ◽  
Chiral Compounds ◽  
Efficient Access ◽  
Axially Chiral

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.

scholarly journals Bifunctional organocatalysts for the asymmetric synthesis of axially chiral benzamides

2017 ◽  
Vol 13 ◽  
pp. 1518-1523 ◽  
Author(s):  
Ryota Miyaji ◽  
Yuuki Wada ◽  
Akira Matsumoto ◽  
Keisuke Asano ◽  
Seijiro Matsubara
Keyword(s):  
Asymmetric Synthesis ◽  
Functional Groups ◽  
Enantioselective Synthesis ◽  
Chiral Compounds ◽  
Axially Chiral ◽  
Electrophilic Bromination ◽  
Mechanistic Investigations ◽  
Molecular Skeleton

Bifunctional organocatalysts bearing amino and urea functional groups in a chiral molecular skeleton were applied to the enantioselective synthesis of axially chiral benzamides via aromatic electrophilic bromination. The results demonstrate the versatility of bifunctional organocatalysts for the enantioselective construction of axially chiral compounds. Moderate to good enantioselectivities were afforded with a range of benzamide substrates. Mechanistic investigations were also carried out.

The Efficient Synthesis of 2-(3-Carbamoylpyridine-2-yl) nicotinamide Pyridine Salts

2021 ◽  
Vol 18 ◽  
Author(s):  
Lei-Yang Zhang ◽  
Jing-Bo Geng ◽  
Nai-Xing Wang ◽  
Yue-Hua Wu ◽  
Zhan Yan ◽  
...  
Keyword(s):  
Starting Material ◽  
Synthetic Route ◽  
Efficient Synthesis ◽  
Chiral Compound ◽  
Axial Chirality ◽  
Simple Operation ◽  
Chiral Compounds ◽  
Axially Chiral

: 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.

Insights into Chiral Sulfide/Selenide-Catalyzed Electrophilic Carbothiolation of Alkynes: Mechanism and Origin of Axial Chirality

2021 ◽  
Author(s):  
Qiao-Yu Zhang ◽  
Shi-Jun Li ◽  
Yang Wang ◽  
Jinshuai Song ◽  
Yu Lan ◽  
...  
Keyword(s):  
Axial Chirality ◽  
Chiral Compounds ◽  
Challenging Issue ◽  
Axially Chiral

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...

Recent Progress on the Construction of Axial Chirality through Transition-metal-catalyzed Benzannulation

2021 ◽  
Author(s):  
Qian Zhao ◽  
Cheng Peng ◽  
Yu-Ting Wang ◽  
Gu Zhan ◽  
Bo Han
Keyword(s):  
Transition Metal ◽  
Recent Progress ◽  
Axial Chirality ◽  
Chiral Compounds ◽  
Axially Chiral ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

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....

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