Journal ArticleDOI
Highly Atroposelective Synthesis of Arylpyrroles by Catalytic Asymmetric Paal–Knorr Reaction
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TLDR
A general and efficient method for accessing enantiomerically pure arylpyrroles by utilizing the catalytic asymmetric Paal-Knorr reaction has been developed for the first time and an unexpected solvent-dependent inversion of the enantioselectivity was observed.Abstract:
A general and efficient method for accessing enantiomerically pure arylpyrroles by utilizing the catalytic asymmetric Paal-Knorr reaction has been developed for the first time. A wide range of axially chiral arylpyrroles were obtained in high yields with good to excellent enantioselectivities. The key to success is the use of the combined-acid catalytic system involving a Lewis acid and a chiral phosphoric acid for achieving effective enantiocontrol. Noteworthy is that an unexpected solvent-dependent inversion of the enantioselectivity was observed in the above-mentioned asymmetric reaction.read more
Citations
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Journal ArticleDOI
Construction of Axially Chiral Compounds via Asymmetric Organocatalysis
Yong-Bin Wang,Bin Tan +1 more
TL;DR: The asymmetric organocatalytic approach to construct axially chiral styrenes through the 1,4-addition of arylalkynals in good chemical yields and enantioselectivities is discovered and the azo group can effectively perform as a directing and activating group for organoc atalytic formal aRYl C-H functionalization via formal nucleophilic aromatic substitution of azobenzene derivatives.
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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.
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Organocatalytic asymmetric arylation of indoles enabled by azo groups
TL;DR: It is shown that the azo group can effectively act as both a directing and activating group for organocatalytic asymmetric arylation of indoles via formal nucleophilic aromatic substitution of azobenzene derivatives by utilizing chiral phosphoric acid as catalyst.
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Rh(III)-Catalyzed Asymmetric Synthesis of Axially Chiral Biindolyls by Merging C–H Activation and Nucleophilic Cyclization
TL;DR: 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.
Journal ArticleDOI
Catalyst-Controlled Stereoselective Synthesis of Atropisomers
TL;DR: In this paper, the authors present representative advances for the catalyst-stereocontrolled synthesis of atropisomeric scaffolds with a focus on axially chiral motifs frequently utilized in catalysis or medicinal chemistry.
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Chiral Brønsted acid-catalyzed direct Mannich reactions via electrophilic activation.
Daisuke Uraguchi,Masahiro Terada +1 more
TL;DR: It was found that the phosphoric acid derivatives of general structure 1 serve as highly effective catalysts for the direct addition of acetyl acetone to N-Boc-protected arylimines and functions as an excellent catalyst.
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