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Synthesis 2003(13): 2101-2109
DOI: 10.1055/s-2003-41455
DOI: 10.1055/s-2003-41455
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart · New York
New Convergent Synthesis of Carbocyclic Nucleoside Analogues
Further Information
Received
8 July 2003
Publication Date:
10 September 2003 (online)
Publication History
Publication Date:
10 September 2003 (online)
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Abstract
Two convergent approaches towards the synthesis of carbocyclic nucleoside analogs will be described. Both approaches start from the stereochemically pure cyclopentenol 8 that has been prepared enantioselectively from an alkylated cyclopentadiene. Using these approaches, carbocyclic analogues of dT, FdU and BVdU have been prepared. Moreover, the conversion into the cycloSal-pronucleotide and the corresponding nucleotide will be presented for one example.
Keywords
carbocyclic nucleosides - stereoselective synthesis - Mitsunobu reaction - cycloSal-pronucleotides - nucleotides
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