When is an Imine Directing Group a Transient Imine Directing Group in C−H Functionalization?

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(25)

Published: Feb. 20, 2024

Abstract ‘Transient’ C−H functionalization has emerged in recent years to describe the use of a dynamic linkage, often an imine, direct cyclometallation and subsequent functionalization. As field continues grow popularity, we consider features that make imine directing group transient. A transient should be i) formed dynamically situ , ii) avoid discrete introduction or cleavage steps, iii) offer potential for catalysis both metal. This concept article contrasts imines with pioneering early studies as groups formation metallacycles preformed Leading developments catalytic additives form (as aldehyde amine) are covered including selected highlights most examples directed transition metals.

Language: Английский

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Diversity in glycochemistry through metal-catalyzed reactions

Comptes Rendus Chimie, Journal Year: 2025, Volume and Issue: 28(G1), P. 199 - 213

Published: Feb. 27, 2025

The importance and ubiquity of glycosides in both compounds interest biological processes make these biomolecules an interesting topic study. development unnatural analogues is equally compelling has already led to the production several marketed drugs. discovery novel carbohydrates thus a field interest. In order open up this chemical space, it necessary set new efficient synthetic methods, which lead diverse glycosides, some could become beneficial compounds. This account deals with benefits presented by metal-catalyzed reactions, especially cross-couplings C–H functionalization, enable glycoside diversity. L'importance et l'omniprésence des dans composés d'intérêt les processus biologiques font de ces biomolécules motifs intéressants. Le développement d'analogues non naturels est d'importance déjà permis d'accéder nombreux médicaments. La découverte nouveaux donc un domaine d'intérêt. Afin d'ouvrir l'espace chimique, il nécessaire mettre au point nouvelles méthodes synthèse efficaces permettant à une diversité dont certains pourraient se révéler être chefs file. Cet article rapporte le bénéfice réactions métallo-catalysées, en particulier couplages croisés la fonctionnalisation C–H, pour accéder glycosides.

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Palladium-Catalyzed Selective γ-Monoarylation of Free Amines Containing Symmetric γ-C–H Controlled by a Transient Directing Group

Organic Letters, Journal Year: 2024, Volume and Issue: 26(29), P. 6153 - 6158

Published: July 10, 2024

We developed a new transient directing group,

Language: Английский

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Synthesis of C-glycosides enabled by palladium-catalyzed glycosylation reactions

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(23), P. 6918 - 6941

Published: Jan. 1, 2024

This review highlights the recent progress in palladium-catalyzed C -glycosylation reactions for synthesis of -glycosides.

Language: Английский

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Diastereoselective Anomeric C(sp3)‐H Cyclization Towards the Design of New Cyclophane‐Braced Glycopeptides

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 8, 2024

Here we report a macrocyclization route towards the synthesis of glycophane peptides by selective C-H arylation anomeric bond. This approach demonstrates power Pd-catalysis activation to access unusual cyclic peptides.

Language: Английский

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Diastereoselective Anomeric C(sp3)‐H Cyclization Towards the Design of New Cyclophane‐Braced Glycopeptides

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 8, 2024

Abstract Here we report a macrocyclization route towards the synthesis of glycophane peptides by selective C−H arylation anomeric bond. This approach demonstrates power Pd‐catalysis activation to access unusual cyclic peptides.

Language: Английский

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