Lithiation-based silylation and stannylation of 6-chloro-9-(beta-D-ribofuranosyl)purine

Nucleic Acids Symp Ser. 1995:(34):155-6.

Abstract

Reaction of the lithiated species of 9-(2,3,5-tris-O-tert-butyldimethylsilyl-beta-D-ribofuranosyl)-6-chloropu rine with Me3SiCl or Bu3SnCl was found to furnish the corresponding C-2 substituted product, as a result of silyl or stannyl migration from C-8 to C-2 position.

MeSH terms

  • Electrochemistry
  • Indicators and Reagents
  • Lithium / chemistry
  • Methods
  • Molecular Structure
  • Purine Nucleosides / chemical synthesis*
  • Purine Nucleosides / chemistry*
  • Silicon / chemistry
  • Tin / chemistry

Substances

  • Indicators and Reagents
  • Purine Nucleosides
  • 6-chloropurine riboside
  • Tin
  • Lithium
  • Silicon