Synthesis of 2'-C-α-methyl-2',3'-dideoxynucleosides

Article abstract of DOI:10.1080/07328319608002379

A general method for the synthesis of 2'-C-α-methyl-2',3'-dideoxynucleosides is presented. Stereofacial selectivity of the 2-C-methylation reaction of γ-lactone has been investigated, in which the presence of a bulky group at the 5-hydroxymethyl produced the α-isomer as a major product. During glycosylation, the α-methyl group directed the formation of nucleosides in favor of the β-isomer. This methodology is applied to the synthesis of some new pyrimidine and purine nucleosides.

Full text of DOI:10.1080/07328319608002379

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Nucleosides and Nucleotides
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Synthesis of 2′-C-α-Methyl-2′,3′-
dideoxynucleosides
Indrajit Giri a , Pascal J. Bolon a & Chung K. Chu a
a Department of Medicinal Chemistry, College of Pharmacy, The
University of Georgia, Athens, GA, 30602
Published online: 21 Aug 2006.
To cite this article: Indrajit Giri , Pascal J. Bolon & Chung K. Chu (1996) Synthesis of 2′-C-α-
Methyl-2′,3′-dideoxynucleosides, Nucleosides and Nucleotides, 15:1-3, 183-204
To link to this article: http://dx.doi.org/10.1080/07328319608002379
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