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Start Over Author "L. E. Zelenkov" Journal heteroatom chemistry
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1. Expedient Route to Chalcogenophosphinates with Glucose Moieties via Todd-Atherton-Like Coupling between Secondary Phosphine Chalcogenides and Diacetone-<scp>d</scp>-Glucose in the CCl4/Et3N System

Author

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

Subjects
Hydrolysis, chemistry.chemical_compound, Aqueous solution, chemistry, D-Glucose, Yield (chemistry), Regioselectivity, Organic chemistry, General Chemistry, Optically active, Medicinal chemistry, Phosphine
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.

Published
2015

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