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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Main Authors: Wei-Yun Cai, Qian-Ni Ding, Ling Zhou, Jie Chen
Format: Article
Language:English
Published: MDPI AG 2023-05-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/11/4306
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author Wei-Yun Cai
Qian-Ni Ding
Ling Zhou
Jie Chen
author_facet Wei-Yun Cai
Qian-Ni Ding
Ling Zhou
Jie Chen
author_sort Wei-Yun Cai
collection DOAJ
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 doaj.art-f9a1a6831f0c488492567c6ed48707ed2023-11-18T08:14:49ZengMDPI AGMolecules1420-30492023-05-012811430610.3390/molecules28114306Asymmetric Synthesis of Axially Chiral Molecules via Organocatalytic Cycloaddition and Cyclization ReactionsWei-Yun Cai0Qian-Ni Ding1Ling Zhou2Jie Chen3Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi’an 710127, ChinaKey Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi’an 710127, ChinaKey Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi’an 710127, ChinaKey Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi’an 710127, ChinaAtropisomeric 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.https://www.mdpi.com/1420-3049/28/11/4306organocatalyticcycloaddition and cyclizationatropisomer constructionaxial chirality
spellingShingle Wei-Yun Cai
Qian-Ni Ding
Ling Zhou
Jie Chen
Asymmetric Synthesis of Axially Chiral Molecules via Organocatalytic Cycloaddition and Cyclization Reactions
Molecules
organocatalytic
cycloaddition and cyclization
atropisomer construction
axial chirality
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 organocatalytic
cycloaddition and cyclization
atropisomer construction
axial chirality
url https://www.mdpi.com/1420-3049/28/11/4306
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