Solid-phase synthesis of carbocyclic nucleosides.
[formula: see text] An efficient solid-phase synthesis of carbocyclic nucleosides has been developed. The key step is the palladium-catalyzed coupling of a purine derivative to a resin-bound allylic benzoate. The resulting products may be further functionalized on the solid phase. Acidic cleavage affords carbocyclic nucleosides, a class of compounds with demonstrated biological activity and substantial current interest.
Crimmins
M T
MT
Venable and Kenan Laboratories of Chemistry, University of North Carolina, Chapel Hill 27599-3290, USA. crimmins@email.unc.edu
Zuercher
W J
WJ
D009682:Magnetic Resonance Spectroscopy; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry
D009705:Nucleosides; D010165:Palladium