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Rh(III)-Catalyzed Asymmetric Synthesis of Axially Chiral Biindolyls by Merging C–H Activation and Nucleophilic Cyclization

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TLDR
The mild and highly enantioselective synthesis of 2,3'-biindolyls via underexplored integration of C-H activation and alkyne cyclization using a unified chiral Rh(III) catalyst.
Abstract
Enantiomeric access to pentatomic biaryls is challenging due to their relatively low rotational barrier. Reported herein is the mild and highly enantioselective synthesis of 2,3′-biindolyls via und...

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Journal ArticleDOI

Recent Advances in Catalytic Asymmetric Construction of Atropisomers.

TL;DR: In this paper, a review summarizes key achievements in stereoselective preparation of biaryl, heterobiaryl, and non-biaryl atropisomers documented between 2015 and 2020.
Journal ArticleDOI

Recent advances in the synthesis of axially chiral biaryls via transition metal-catalysed asymmetric C–H functionalization

TL;DR: An overview of recent advances in the synthesis of axially chiral biaryl motifs via transition metal-catalysed asymmetric C-H functionalization is provided.
Journal ArticleDOI

A Bulky Chiral N-Heterocyclic Carbene Palladium Catalyst Enables Highly Enantioselective Suzuki–Miyaura Cross-Coupling Reactions for the Synthesis of Biaryl Atropisomers

TL;DR: The protocol provided general and efficient access to various atropisomeric biaryls and heterobiaryls in excellent enantioselectivities with no need of using bulky ortho-substituted substrates and was effective for the synthesis of tetra-ortho- substituentBiaryls.
Journal ArticleDOI

Catalytic Asymmetric Construction of Axially Chiral Indole-Based Frameworks: An Emerging Area.

TL;DR: This minireview summarizes the rapid advances in this field and gives some insights into future developments, which will help this research field thrive.
Journal ArticleDOI

Diverse Approaches for Enantioselective C–H Functionalization Reactions Using Group 9 CpxMIII Catalysts

TL;DR: This minireview summarizes and discusses the progress in these reactions according to the type of the chiral catalyst used, and the development of chiral Cp x ligands and their metal complexes, artificial metalloenzymes, chiral carboxylate-assisted enantioselective C-H activations, enantiOSElective alkylations assisted by chiral sulfonates, and chiral transient directing groups are discussed.
References
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Journal ArticleDOI

Rhodium catalyzed chelation-assisted C-H bond functionalization reactions

TL;DR: In several cases the methods that the group has developed for chelation-controlled C-H bond functionalization have been applied to the total synthesis of complex molecules such as natural products, highlighting the utility of these methods in organic synthesis.
Journal ArticleDOI

Atroposelective Synthesis of Axially Chiral Biaryl Compounds

TL;DR: This Review classifies strategies in the asymmetric synthesis of axially chiral biaryl compounds according to their underlying concepts and critically evaluates their scope and limitations with reference to selected model reactions and applications.
Journal ArticleDOI

Atroposelective total synthesis of axially chiral biaryl natural products.

TL;DR: Gerhard Bringmann's research interests focus on the field of analytical, synthetic, and computational natural product chemistry, i.e., on axially chiral biaryls, which is characterized by a broad structural diversity.
Journal ArticleDOI

Substrate activation strategies in rhodium(III)-catalyzed selective functionalization of arenes.

TL;DR: This Account describes the design and activation of the arene substrates by taking advantage of the nucleophilicity, electrophILicity, oxidizing potential, and properties of a participating ligand of the directing groups when the arenes are coupled with relatively reactive unsaturated partners such as alkenes and alkynes.
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