Pd(II)-Catalyzed Intermolecular Direct C–H Bond Iodination: An Efficient Approach toward the Synthesis of Axially Chiral Compounds via Kinetic Resolution

ACS Catalysis ◽  
2014 ◽  
Vol 4 (8) ◽  
pp. 2741-2745 ◽  
Author(s):  
De-Wei Gao ◽  
Qing Gu ◽  
Shu-Li You
Keyword(s):  
Kinetic Resolution ◽  
Efficient Approach ◽  
Chiral Compounds ◽  
Axially Chiral

Recent advances and new concepts for the synthesis of axially stereoenriched biaryls

2015 ◽  
Vol 44 (11) ◽  
pp. 3418-3430 ◽  
Author(s):  
J. Wencel-Delord ◽  
A. Panossian ◽  
F. R. Leroux ◽  
F. Colobert
Keyword(s):  
Chiral Compounds ◽  
The Past ◽  
Recent Advances ◽  
New Concepts ◽  
Axially Chiral ◽  
Recent Developments ◽  
Synthetic Routes

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.

Atroposelective Transfer Hydrogenation of Biaryl Aminals via Dynamic Kinetic Resolution. Synthesis of Axially Chiral Diamines

ACS Catalysis ◽  
2021 ◽  
pp. 4117-4124
Author(s):  
José A. Carmona ◽  
Carlos Rodríguez-Franco ◽  
Joaquín López-Serrano ◽  
Abel Ros ◽  
Javier Iglesias-Sigüenza ◽  
...  
Keyword(s):  
Kinetic Resolution ◽  
Transfer Hydrogenation ◽  
Dynamic Kinetic Resolution ◽  
Axially Chiral ◽  
Chiral Diamines

scholarly journals Kinetic Resolution of Racemic 2-Hydroxyamides Using a Diphenylacetyl Component as an Acyl Source and a Chiral Acyl-Transfer Catalyst

Molecules ◽  
2018 ◽  
Vol 23 (8) ◽  
pp. 2003 ◽  
Author(s):  
Takatsugu Murata ◽  
Tatsuya Kawanishi ◽  
Akihiro Sekiguchi ◽  
Ryo Ishikawa ◽  
Keisuke Ono ◽  
...  
Keyword(s):  
Kinetic Resolution ◽  
High Selectivity ◽  
Optically Active ◽  
Acyl Transfer ◽  
Chiral Compounds ◽  
Tertiary Amide

Various optically active 2-hydroxyamide derivatives are produced based on the kinetic resolution of racemic 2-hydroxyamides with a diphenylacetyl component and (R)-benzotetramisole ((R)-BTM), a chiral acyl-transfer catalyst, via asymmetric esterification and acylation. It was revealed that a tertiary amide can be used with this novel protocol to achieve high selectivity (22 examples; s-value reaching over 250). The resulting chiral compounds could be transformed into other useful structures while maintaining their chirality.

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.

scholarly journals Optically active distorted cyclic triptycenes: chiral stationary phases for HPLC

RSC Advances ◽  
2018 ◽  
Vol 8 (37) ◽  
pp. 20483-20487 ◽  
Author(s):  
Tomoyuki Ikai ◽  
Naoya Nagata ◽  
Seiya Awata ◽  
Yuya Wada ◽  
Katsuhiro Maeda ◽  
...  
Keyword(s):  
Stationary Phases ◽  
Chiral Stationary Phases ◽  
Optically Active ◽  
Cyclic Structure ◽  
Chiral Compounds ◽  
Axially Chiral

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

Organocatalytic Asymmetric Methodologies towards the Synthesis of Atropisomeric N-Heterocycles

Synthesis ◽  
2020 ◽  
Vol 52 (17) ◽  
pp. 2450-2468
Author(s):  
Vasco Corti ◽  
Giulio Bertuzzi
Keyword(s):  
Kinetic Resolution ◽  
Dynamic Kinetic Resolution ◽  
Chirality Transfer ◽  
Axial Chirality ◽  
Axially Chiral ◽  
Molecular Architectures

A perspective on the literature dealing with the organocatalytic asymmetric preparation of axially chiral N-heterocycles is provided. A particular focus is devoted to rationalize the synthetic strategies employed in each case. Moreover, specific classes of organocatalysts are shown to stand out as privileged motives for the stereoselective preparation of such synthetically challenging molecular architectures. Finally, an overview of the main trends in the field is given.1 Introduction2 Five-Membered Rings2.1 Arylation2.2 Dynamic Kinetic Resolution2.3 Ring Construction2.4 Central-to-Axial Chirality Conversion and Chirality Transfer2.5 Desymmetrization3 Six-Membered Rings3.1 Desymmetrization3.2 (Dynamic) Kinetic Resolution3.3 Ring Construction3.4 Central-to-Axial Chirality Conversion4 Conclusion

Sign in / Sign up

Export Citation Format

Share Document