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Asymmetric Synthesis of Axially Chiral Molecules via Organocatalytic Cycloaddition and Cyclization Reactions

Atropisomeric molecules are present in many natural products, biologically active compounds, chiral ligands and catalysts. Many elegant methodologies have been developed to access axially chiral molecules. Among them, organocatalytic cycloaddition and cyclization have attracted much attention becaus...

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Detalles Bibliográficos
Autores principales: Cai, Wei-Yun, Ding, Qian-Ni, Zhou, Ling, Chen, Jie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10254363/
https://www.ncbi.nlm.nih.gov/pubmed/37298781
http://dx.doi.org/10.3390/molecules28114306
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author Cai, Wei-Yun
Ding, Qian-Ni
Zhou, Ling
Chen, Jie
author_facet Cai, Wei-Yun
Ding, Qian-Ni
Zhou, Ling
Chen, Jie
author_sort Cai, Wei-Yun
collection PubMed
description Atropisomeric molecules are present in many natural products, biologically active compounds, chiral ligands and catalysts. Many elegant methodologies have been developed to access axially chiral molecules. Among them, organocatalytic cycloaddition and cyclization have attracted much attention because they have been widely used in the asymmetric synthesis of biaryl/heterobiaryls atropisomers via construction of carbo- and hetero-cycles. This strategy has undoubtedly become and will continue to be a hot topic in the field of asymmetric synthesis and catalysis. This review aims to highlight the recent advancements in this field of atropisomer synthesis by using different organocatalysts in cycloaddition and cyclization strategies. The construction of each atropisomer, its possible mechanism, the role of catalysts, and its potential applications are illustrated.
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spelling pubmed-102543632023-06-10 Asymmetric Synthesis of Axially Chiral Molecules via Organocatalytic Cycloaddition and Cyclization Reactions Cai, Wei-Yun Ding, Qian-Ni Zhou, Ling Chen, Jie Molecules Review Atropisomeric molecules are present in many natural products, biologically active compounds, chiral ligands and catalysts. Many elegant methodologies have been developed to access axially chiral molecules. Among them, organocatalytic cycloaddition and cyclization have attracted much attention because they have been widely used in the asymmetric synthesis of biaryl/heterobiaryls atropisomers via construction of carbo- and hetero-cycles. This strategy has undoubtedly become and will continue to be a hot topic in the field of asymmetric synthesis and catalysis. This review aims to highlight the recent advancements in this field of atropisomer synthesis by using different organocatalysts in cycloaddition and cyclization strategies. The construction of each atropisomer, its possible mechanism, the role of catalysts, and its potential applications are illustrated. MDPI 2023-05-24 /pmc/articles/PMC10254363/ /pubmed/37298781 http://dx.doi.org/10.3390/molecules28114306 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Cai, Wei-Yun
Ding, Qian-Ni
Zhou, Ling
Chen, Jie
Asymmetric Synthesis of Axially Chiral Molecules via Organocatalytic Cycloaddition and Cyclization Reactions
title Asymmetric Synthesis of Axially Chiral Molecules via Organocatalytic Cycloaddition and Cyclization Reactions
title_full Asymmetric Synthesis of Axially Chiral Molecules via Organocatalytic Cycloaddition and Cyclization Reactions
title_fullStr Asymmetric Synthesis of Axially Chiral Molecules via Organocatalytic Cycloaddition and Cyclization Reactions
title_full_unstemmed Asymmetric Synthesis of Axially Chiral Molecules via Organocatalytic Cycloaddition and Cyclization Reactions
title_short Asymmetric Synthesis of Axially Chiral Molecules via Organocatalytic Cycloaddition and Cyclization Reactions
title_sort asymmetric synthesis of axially chiral molecules via organocatalytic cycloaddition and cyclization reactions
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10254363/
https://www.ncbi.nlm.nih.gov/pubmed/37298781
http://dx.doi.org/10.3390/molecules28114306
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