Volkov, Pavel А.;
Ivanova, Nina I.;
Gusarova, Nina K.;
Sukhov, Boris G.;
Khrapova, Kseniya O.;
Zelenkov, Lev E.;
Smirnov, Vladimir I.;
Borodina, Tatyana N.;
Vakul'skaya, Tamara I.;
Khutsishvili, Spartak S.;
Trofimov, Boris A.
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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Media type:
E-Article
Title:
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
Contributor:
Volkov, Pavel А.;
Ivanova, Nina I.;
Gusarova, Nina K.;
Sukhov, Boris G.;
Khrapova, Kseniya O.;
Zelenkov, Lev E.;
Smirnov, Vladimir I.;
Borodina, Tatyana N.;
Vakul'skaya, Tamara I.;
Khutsishvili, Spartak S.;
Trofimov, Boris A.
Published:
Wiley, 2015
Published in:
Heteroatom Chemistry, 26 (2015) 5, Seite 329-334
Description:
ABSTRACTSecondary 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.