Hydrophosphorylation of monosaccharides oximes and hydrazones

Secondary phosphine chalcogenides react with diacetone‐d‐glucose (DAG) in the system CCl4/Et3N (70°C, 4–24 h) to afford DAG chalcogenophosphinates in up to 79% yield, thus paving a short way to optically active chalcogenophosphinates with glucose moieties. As an example, a mild regioselective hydrolysis (70°C, aqueous MeCOOH) of DAG bis(2‐phenylethyl)selenophosphinate) obtained leads to monoacetone‐d‐glucose bis(2‐phenylethyl)selenophosphinate.

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Expedient Route to Chalcogenophosphinates with Glucose Moieties via Todd–Atherton‐Like Coupling between Secondary Phosphine Chalcogenides and Diacetone‐d‐Glucose in the CCl₄/Et₃N System

Volkov

Иванова

Гусарова

et al. 2015

Heteroatom Chemistry

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Phospha-Mannich reactions of phosphinous acids R ₂ P–OH and their derivatives

Moiseev¹

2023

Phosphorus, Sulfur, and Silicon and the Related Elements

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Hydrophosphorylation of monosaccharides oximes and hydrazones

Cited by 2 publications

References 18 publications

Expedient Route to Chalcogenophosphinates with Glucose Moieties via Todd–Atherton‐Like Coupling between Secondary Phosphine Chalcogenides and Diacetone‐d‐Glucose in the CCl₄/Et₃N System

Expedient Route to Chalcogenophosphinates with Glucose Moieties via Todd–Atherton‐Like Coupling between Secondary Phosphine Chalcogenides and Diacetone‐d‐Glucose in the CCl₄/Et₃N System

Phospha-Mannich reactions of phosphinous acids R ₂ P–OH and their derivatives

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Hydrophosphorylation of monosaccharides oximes and hydrazones

Cited by 2 publications

References 18 publications

Expedient Route to Chalcogenophosphinates with Glucose Moieties via Todd–Atherton‐Like Coupling between Secondary Phosphine Chalcogenides and Diacetone‐d‐Glucose in the CCl4/Et3N System

Expedient Route to Chalcogenophosphinates with Glucose Moieties via Todd–Atherton‐Like Coupling between Secondary Phosphine Chalcogenides and Diacetone‐d‐Glucose in the CCl4/Et3N System

Phospha-Mannich reactions of phosphinous acids R 2 P–OH and their derivatives

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Expedient Route to Chalcogenophosphinates with Glucose Moieties via Todd–Atherton‐Like Coupling between Secondary Phosphine Chalcogenides and Diacetone‐d‐Glucose in the CCl₄/Et₃N System

Expedient Route to Chalcogenophosphinates with Glucose Moieties via Todd–Atherton‐Like Coupling between Secondary Phosphine Chalcogenides and Diacetone‐d‐Glucose in the CCl₄/Et₃N System

Phospha-Mannich reactions of phosphinous acids R ₂ P–OH and their derivatives