Novel synthesis of carbocyclic nucleosides from 2-azabicyclo[2.2.1]heptanes via the reductive N2-C3 cleavage reaction as a key step

Nucleic Acids Symp Ser. 1989:(21):75-6.

Abstract

Carbocyclic ribofuranosyl and arabinofuranosyl pyrimidine nucleosides were synthesized stereoselectively from 2-azabicyclo[2.2.1]hept-5-en-3-one via NaBH4 promoted C-N bond cleavage reaction as a key step.

MeSH terms

  • Arabinonucleosides / chemical synthesis*
  • Lactams*
  • Nucleosides / chemical synthesis*

Substances

  • Arabinonucleosides
  • Lactams
  • Nucleosides
  • 2-azabicyclo(2.2.1)hept-5-en-3-one