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- Title
Expedient Route to Chalcogenophosphinates with Glucose Moieties via Todd-Atherton-Like Coupling between Secondary Phosphine Chalcogenides and Diacetone- d-Glucose in the CCl<sub>4</sub>/Et<sub>3</sub>N System.
- Authors
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.
- Abstract
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.
- Subjects
PHOSPHINATES; PHOSPHINE synthesis; CHALCOGENIDES synthesis; DIACETONE glucose; MOIETIES (Chemistry); STYRENE
- Publication
Heteroatom Chemistry, 2015, Vol 26, Issue 5, p329
- ISSN
1042-7163
- Publication type
Article
- DOI
10.1002/hc.21264