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Showing 1 to 19 of 19 for “"C-H Oxidation"”.
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C—H oxidation reactions: development and application
… iron catalyst towards generating diverse oxidation products and exploring biological pathways. Linear allylic amines are a common motif found in many organic molecules; however, their synthesis involves a lengthy, multi-step sequence that exposes the substrate to a variety of different …
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Linear allylic C-H oxidation: methods and utility
… complex functional groups through the use of C-H oxidation methodologies has the potential to dramatically increase the efficiency of synthetic sequences with respect to resources, time and overall steps to key intermediates. This work describes methods that target complex intermediates to show …
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C—H oxidation reactions in complex molecule synthesis: application and development
… in the construction of complex molecules. Oxidation reactions of C–H bonds, particularly when applied at late-stages of complex molecule syntheses, hold special promise for achieving both these goals by minimizing the use of functional group manipulations typically required to synthesize …
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Manganese-catalyzed C-H oxidation applied to the synthesis of complex molecules
… challenge in the field of undirected Csp3-H oxidation. The powerful oxidants required to functionalize these strong bonds often react with any oxidizable functional groups present in a substrate, furnishing undesired side products. Although there are many reports of applying C-H oxidation …
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Enhancing chemoselectivity and predicting site-selectivity in manganese catalyzed C–H oxidation
Recent advancements in Csp³–H oxidation methods have shown that even strong, oxidatively inert C–H bonds can be selectively oxidized in the presence of more oxidatively labile functional groups. Remarkably, these methods enable preferential oxidation of specific C–H bonds within complex substrates, …
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Catalytic C-H oxidation reactions for the synthesis and diversification of hydroxyamino acid motifs
… are often synthesized via enzymatic C-H oxidation of simple amino acid precursors. Inspired by such processes, small molecule catalysts have been developed to perform a variety of C-H oxidation reactions, which have increased the efficiency of synthetic routes and allowed for late-stage …
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Non-heme iron C-H oxidation: tolerance of nitrogen-containing motifs with application to amino-acid and peptide oxidation
Direct oxidation of C-H bonds using non-heme iron catalysis has proven to be a highly useful transformation since its development in recent years. The ability to directly install oxygen into a hydrocarbon framework negates the need for pre-oxidized materials, and allows for quick and efficient …
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Mechanistic investigations into the origin of chemoselectivity a methylene (csp3) c-h oxidation in the presence of α-β unsaturated carbonyls and exploration of reaction scope
Submission published under a 24 month embargo labeled 'Closed Access', the embargo will last until 2027-05-01
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Selective C—H oxidations for complex molecule synthesis and diversification
… range of C—C and other bond forming processes, oxidations, and reductions, referred to as functional group manipulations. In contrast, the C—H bonds that make up the majority of organic frameworks are generally viewed as an inert scaffold upon which the chemistry of other functional groups takes …
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Improving synthetic efficiency through C—H activation
… of projects that develop and implement novel C—H oxidation reactions and strategies. Firstly, a mild and efficient oxidation strategy for the preparation of chiral polyols is presented and validated through an enantioselective synthesis of differentially protected L-galactose. This synthesis is …
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New horizons of aliphatic C—H amination and hydroxylation reactions with manganese catalysis
… first time enabled highly reactive methylene C—H oxidation with high chemoselectivity tolerating a wide range of oxidatively labile aromatic functionalities via a synergetic effect between catalyst design and chloroacetic acid additive. A total of 50 aromatic substrates housing medicinally …
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Remote C—H oxidations with manganese catalysts
Submission published under a 24 month embargo labeled 'Closed Access', the embargo will last until 2025-05-01
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Development of palladium catalyzed intramolecular allylic C―H amination and oxidation towards pharmacological motifs
… developments in the area of allylic C―H oxidation and functionalization reactions. Using these methodologies, a variety of pharmacologically relevant small molecules have been synthesized in highly efficient sequences that minimized overall step counts as well as increasing the total …
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Mechanistic investigation of the interrupted Bischler-Napieralski reaction and its application to the total synthesis of the aspidosperma alkaloids
… of a late-stage and highly selective C-H oxidation of complex aspidosperma alkaloid derivatives. A versatile, amide directed ortho-acetoxylation of indoline amides enabled the implementation of a unified strategy for late-stage diversification of hexacyclic C19-hemiaminal ether structures …
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Overcoming challenges of fundamental electrochemical kinetic studies under dilute-reagent conditions
… to develop an approach to benzylic C-H oxidation for the production of commodity chemicals. We hope this work represents a useful step toward the understanding and deployment of these relevant electrochemical systems.
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Development and application of new strategies for synthesis of complex diketopiperazine alkaloids
… Modeling of Bis(pyridine)silver (I) Permanganate Oxidation of Hydantoin Derivatives: Guidelines for Predicting the Site of Oxidation in Complex Substrates The bis(pyridine)silver(I) permanganate promoted hydroxylation of diketopiperazines has served as a pivotal transformation in the synthesis of …
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Palladium (II) / sulfoxide - promoted strategies for efficient and selective allylic C-H oxidations
… have been designed with sites of preincorporated oxidation for further manipulation. The ability to introduce sites of functionality directly onto simple hydrocarbon precursors offers immense potential for streamlined synthetic routes and improved chemical efficiency. Palladium(II) / sulfoxide …
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Synthetic diversity in C-H activation: development of selective and efficient C-H functionalization reactions
… This work describes the development of novel C−H oxidation and amination reactions as new strategies for simplifying and diversifying synthetic sequences. First, harnessing the abundance of α-olefins as starting materials, palladium (II) catalysis is used to effect a divergent intramolecular …
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Asymmetric allylic C–H functionalization via palladium(II)/sulfoxide-oxazoline catalysis
… of phosphine-based ligands, which are prone to oxidation. As such, these systems suffer from limited substrate scope (activated olefins, e.g. allylarenes) and modest enantioselectivity. Alternatively, the oxidatively stable bis-sulfoxide ligand has shown to promote general reactivity with broad …