Publications by authors named "Yuto Yamaguchi"

Cobalt-catalyzed metal hydride hydrogen atom transfer (MHAT) in combination with photoredox catalysis has emerged as a powerful synthetic method, owing to its redox nature and applicability to various radical precursors. Herein, we describe a cross-radical coupling reaction under cobalt/photoredox dual catalysis. MHAT and homolytic substitution (S2) processes enabled Markovnikov-selective hydrobenzylation of di/trisubstituted alkenes, affording products with a quaternary carbon center in a redox-neutral manner.

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1,5-Anhydro-D-fructose (1,5-AF) is a bioactive monosaccharide that is produced by the glycogenolysis in mammalians and is metabolized to 1,5-anhydro-D-glucitol (1,5-AG). 1,5-AG is used as a marker of glycemic control in diabetes patients. 1,5-AF has a variety of physiological activities, but its effects on energy metabolism, including feeding behavior, are unclarified.

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M-HAT isomerization is a highly reliable method to access thermodynamically stable alkenes with high functional group tolerance. However, synthesis of heteroatom-substituted alkenes by M-HAT isomerization reaction is still underdeveloped. Herein, we report an enamide synthesis using M-HAT via a combination of cobalt and photoredox catalysis.

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Article Synopsis
  • * The researchers developed a new photocatalytic method for DAT deuteration of electron-deficient alkenes that can accommodate various useful functional groups, including haloarenes.
  • * This method enables the late-stage deuteration of valuable compounds like deuterated amino acids and donepezil-d, highlighting DAT chemistry as a promising alternative for synthesizing deuterium-containing molecules.
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Intramolecular hydroarylation of alkenes through hydrogen atom transfer (HAT) represents a robust method to prepare benzo-fused heterocycles. However, the reported methods have limitations in a variety of accessible cyclic scaffolds. Here we report a dual cobalt- and photoredox-catalyzed HAT hydroarylation of alkenes that is characterized by higher efficiency in the synthesis of a δ-lactam compared to established protocols.

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Hydrogen atom transfer (HAT) hydrogenation has recently emerged as an indispensable method for the chemoselective reduction of unactivated alkenes. However, the hitherto reported systems basically require stoichiometric amounts of silanes and peroxides, which prevents wider applications, especially with respect to sustainability and safety concerns. Herein, we report a silane- and peroxide-free HAT hydrogenation using a combined cobalt/photoredox catalysis and ascorbic acid (vitamin C) as a sole stoichiometric reactant.

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Background: Among the eight stereoisomers of phytanic acid (PA), the 3RS, 7R, 11R-isomer is naturally occurring and is present in foods and the human body. PA is considered to have possible health benefits in the immune system. However, it remains undetermined whether these effects are elicited by the 3RS, 7R, 11R-PA isomer, because previous studies used a commercially available PA whose isomer configuration is unknown.

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Fundamental experiments on the adsorption behaviors of proteins onto plate-like and rod-like manganese-doped calcium hydroxyapatite particle (abbreviated as MnHAp) were examined. All of the obtained adsorption isotherms of bovine serum albumin (BSA) and lysozyme (LSZ) in a 1 × 10 mol/dm KCl solution were of the Langmuirian type. We found that the saturated amounts of the adsorbed BSA (n) increased with the increase in Mn/(Ca + Mn) atomic ratio (abbreviated as X) of the plate-like MnHAp, while the saturated amounts of adsorbed LSZ (n) decreased.

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