Peer-Reviewed Journal Details
Mandatory Fields
Ludek O.;Krämer T.;Balzarini J.;Meier C.
2006
April
Synthesis (Germany)
Divergent synthesis and biological evaluation of carbocyclic α-, iso- and 3′-epi-nucleosides and their lipophilic nucleotide prodrugs
Published
21 ()
Optional Fields
Carbocycles Hydroborations Mitsunobu reaction Nucleosides Stereoselective synthesis
8
1313
1324
A new divergent approach towards carbocyclic α-, iso- and 3′-epi-nucleosides starting from enantiomerically pure (1S,2R)-2-benzyloxymethylcyclopent-3-enol (5) is described. In the key step, isomeric cyclopentanols were condensed with a N3-protected pyrimidine nucleobase using a modified Mitsunobu protocol. Moreover, the conversion into the cycloSal-pronucleotides and the effect of the orientation of the nucleobase on anti-HIV activity are reported. © Georg Thieme Verlag Stuttgart.
0039-7881
10.1055/s-2006-926411
Grant Details