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 |
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Authors: | Pavel А . Volkov,Nina I. Ivanova,Nina K. Gusarova,Boris G. Sukhov,Kseniya O. Khrapova,Lev E. Zelenkov,Vladimir I. Smirnov,Tatyana N. Borodina,Tamara I. Vakul'skaya,Spartak S. Khutsishvili,Boris A. Trofimov |
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Abstract: | 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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