Asymmetric hydrogenation of α-keto phosphonates with chiral palladium catalysts

Nataliya S. Goulioukina, Grigorii N. Bondarenko, Alexei V. Bogdanov, Konstantin N. Gavrilov, Irina P. Beletskaya

Research output: Contribution to journalArticlepeer-review

59 Citations (Scopus)

Abstract

Under atmospheric hydrogen pressure, a catalytic amount of palladium(II) trifluoroacetate and (R)-MeO-BIPHEP in 2,2,2-trifluoroethanol promoted the asymmetric hydrogenation of diisopropyl α-keto phosphonates 1 to afford the corresponding α-hydroxy phosphonates 2 in excellent yields and with a moderate enantioselectivities of up to 55 % ee. Racemic α-aryl-α- hydroxy phosphonates can be prepared by using palladium on carbon as the catalyst.

Original languageEnglish
Pages (from-to)510-515
Number of pages6
JournalEuropean Journal of Organic Chemistry
Issue number4
DOIs
Publication statusPublished - Feb 2009
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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