Journal ArticleDOI
Isoxazolidine: A Privileged Scaffold for Organic and Medicinal Chemistry
TLDR
This review aims to be a comprehensive and general summary of the different isoxazolidine syntheses, their use as starting building blocks for the preparation of natural compounds, and their main biological activities.Abstract:
The isoxazolidine ring represents one of the privileged structures in medicinal chemistry, and there have been an increasing number of studies on isoxazolidine and isoxazolidine-containing compounds. Optimization of the 1,3-dipolar cycloaddition (1,3-DC), original methods including electrophilic or palladium-mediated cyclization of unsaturated hydroxylamine, has been developed to obtain isoxazolidines. Novel reactions involving the isoxazolidine ring have been highlighted to accomplish total synthesis or to obtain bioactive compounds, one of the most significant examples being probably the thermic ring contraction applied to the total synthesis of (±)-Gelsemoxonine. The unique isoxazolidine scaffold also exhibits an impressive potential as a mimic of nucleosides, carbohydrates, PNA, amino acids, and steroid analogs. This review aims to be a comprehensive and general summary of the different isoxazolidine syntheses, their use as starting building blocks for the preparation of natural compounds, and their m...read more
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Journal ArticleDOI
Chalcone: A Privileged Structure in Medicinal Chemistry.
TL;DR: This review aims to highlight the recent evidence of chalcone as a privileged scaffold in medicinal chemistry and is expected to be a comprehensive, authoritative, and critical review of the chal cone template to the chemistry community.
Journal ArticleDOI
Trends in the Usage of Bidentate Phosphines as Ligands in Nickel Catalysis.
TL;DR: This Review is a comprehensive overview of reactions catalyzed by nickel and an added bidentate phosphine, focusing on the steps transforming the combination of precatalyst and ligand into an active catalyst and the potential effects of this transformation on nickel catalysis.
Journal ArticleDOI
Privileged Structures Revisited
TL;DR: A comprehensive analysis of 1.4 million bioactive compounds revealed an apparent inverse relationship between hydrogen‐bond‐acceptor count of a scaffold and its potential promiscuity, suggesting that chemically easily accessible scaffolds can serve as templates for the generation of bespoke compound libraries with differing degrees of multiple target engagement.
Journal ArticleDOI
DNA-Compatible [3 + 2] Nitrone-Olefin Cycloaddition Suitable for DEL Syntheses.
TL;DR: This methodology facilitates the synthesis of DELs containing topographically complex compounds with underexplored chemical features, including DNA-conjugated polycyclic isoxazolidines via a [3 + 2] nitrone-olefin cycloaddition.
Journal ArticleDOI
Visible light-driven photocatalytic generation of sulfonamidyl radicals for alkene hydroamination of unsaturated sulfonamides
TL;DR: A visible light-driven photocatalytic generation of sulfonamidyl radicals, and application to intramolecular alkene hydroamination, has been accomplished, providing a mild and efficient approach to various functionalized isoxazolidines.
References
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Journal ArticleDOI
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Journal ArticleDOI
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Journal ArticleDOI
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Journal ArticleDOI
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Recent Advances of Catalytic Asymmetric 1,3-Dipolar Cycloadditions
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