• 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
  • Language: English
  • DOI: 10.1002/hc.21264
  • ISSN: 1042-7163; 1098-1071
  • Keywords: General Chemistry
  • Origination:
  • Footnote:
  • 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.
  • Access State: Open Access