• P. A. Zhmurov
  • A. A. Tabolin
  • A. Yu Sukhorukov
  • A. V. Lesiv
  • M. S. Klenov
  • Yu A. Khomutova
  • S. L. Ioffe
  • V. A. Tartakovsky

The total stereoselective synthesis of two highly potent phosphodiesterase IVb inhibitors from nitroethane, isovanillin, and ethyl vinyl ether was developed. The compounds obtained are the derivatives of hexahydro-3H-pyrrolo[1, 2-c]imidazol-3-one and tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-one. The strategy proposed involves silylation of six-membered cyclic nitronates as a key step leading to 5,6-dihydro-4H-1,2-oxazines with the group CH 2FG (FG = N 3 or OH) at the C(3) atom.

Original languageEnglish
Pages (from-to)2390-2395
Number of pages6
JournalRussian Chemical Bulletin
Volume60
Issue number11
DOIs
StatePublished - 1 Nov 2011

    Scopus subject areas

  • Chemistry(all)

    Research areas

  • cyclic nitronates, nitro compounds, phosphodiesterase, pyrrolidines, pyrrolo[1,2-c][1,3]oxazol-3-ones, pyrrolo[1,2-c]imidazol-3-ones, rolipram, silylation, stereoselective synthesis

ID: 62819051