scholarly journals Hydrogen‐Bond‐Enabled Dynamic Kinetic Resolution of Axially Chiral Amides Mediated by a Chiral Counterion

2019 ◽  
Vol 131 (9) ◽  
pp. 2821-2824 ◽  
Author(s):  
Alison J. Fugard ◽  
Antti S. K. Lahdenperä ◽  
Jaqueline S. J. Tan ◽  
Aroonroj Mekareeya ◽  
Robert S. Paton ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Kinetic Resolution ◽  
Dynamic Kinetic Resolution ◽  
Axially Chiral

scholarly journals Hydrogen‐Bond‐Enabled Dynamic Kinetic Resolution of Axially Chiral Amides Mediated by a Chiral Counterion

2019 ◽  
Vol 58 (9) ◽  
pp. 2795-2798 ◽  
Author(s):  
Alison J. Fugard ◽  
Antti S. K. Lahdenperä ◽  
Jaqueline S. J. Tan ◽  
Aroonroj Mekareeya ◽  
Robert S. Paton ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Kinetic Resolution ◽  
Dynamic Kinetic Resolution ◽  
Axially Chiral

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

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

A Highly Stereoselective Hydrogen-Bond-Mediated Michael–Michael Cascade Process through Dynamic Kinetic Resolution

2008 ◽  
Vol 120 (22) ◽  
pp. 4245-4247 ◽  
Author(s):  
Jian Wang ◽  
Hexin Xie ◽  
Hao Li ◽  
Liansuo Zu ◽  
Wei Wang
Keyword(s):  
Hydrogen Bond ◽  
Kinetic Resolution ◽  
Cascade Process ◽  
Dynamic Kinetic Resolution

Catalytic Atroposelective Dynamic Kinetic Resolution of Substituted Indoles

Synlett ◽  
2021 ◽  
Author(s):  
Ahreum Kim ◽  
Yongseok Kwon
Keyword(s):  
Asymmetric Catalysis ◽  
Kinetic Resolution ◽  
Ortho Position ◽  
Dynamic Kinetic Resolution ◽  
Research Attention ◽  
Considerable Research ◽  
Chiral Phosphoric Acid ◽  
Axially Chiral ◽  
High Yields ◽  
Enantioselective Syntheses

Advances in asymmetric catalysis have led to enormous progress in the atroposelective synthesis of axially chiral biaryls. Because of the biological importance of indoles, stereogenic axes in aryl-substituted indoles have attracted considerable research attention in recent years. Here we present a summary of recent advances in the atroposelective synthesis of aryl-substituted indoles by dynamic kinetic resolution. While several researchers have developed enantioselective syntheses of 3-arylindoles, N-arylindoles have been much less studied. Accordingly, we have reported a Pictet–Spengler reaction with catalytic and enantioselective control of the axial chirality around the C−N bond of the product. A chiral phosphoric acid induces the cyclization smoothly and with high yields and excellent enantioselectivities. To achieve this high selectivity, an NH group at the ortho position of the N-substituted aromatic ring that interacts favorably with the catalyst is required. Furthermore, when substituted aldehydes are used instead of paraformaldehyde, both the point and axial chiralities can be controlled during the cyclization.

scholarly journals Atroposelective transformation of axially chiral (hetero)biaryls. From desymmetrization to modern resolution strategies

2021 ◽  
Author(s):  
José A. Carmona ◽  
Carlos Rodríguez-Franco ◽  
Rosario Fernández ◽  
Valentín Hornillos ◽  
José M. Lassaletta
Keyword(s):  
Kinetic Resolution ◽  
Starting Material ◽  
Dynamic Kinetic Resolution ◽  
Axially Chiral ◽  
Asymmetric Transformation ◽  
And Behavior ◽  
Resolution Strategies

Atroposelective transformations of (hetero)biaryls are classified into desymmetrization, kinetic resolution, dynamic kinetic resolution, and dynamic kinetic asymmetric transformation depending on the nature and behavior of the starting material.

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