Asymmetric synthesis of 4'-methyl-2',3'-dideoxynucleosides

Article abstract of DOI:10.1080/07328319908044858

The stereoselective preparation of a 4-methyl-2,3-dideoxyribose derivative is described which utilizes (-)-menthyl pyruvate as a chiral template and an organocerium addition as the key carbon-carbon bond-forming step. The 4-methyl-2,3-dideoxyribose derivative was used as a substrate for a Vorbruggen pyrimidine glycosylation giving an α,β-mixture of 4'-methyl- 2',3'-dideoxynucleosides.

Full text of DOI:10.1080/07328319908044858

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Nucleosides and Nucleotides
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Asymmetric Synthesis of 4′-Methyl-2′,3′-
dideoxynucleosides
Frederick A. Luzzio a , Alexander V. Mayorov a , Michael E. Menes a &
William L. Champion Jr. b
a Department of Chemistry, University of Louisville, Louisville,
Kentucky, 40292
b Chiral Technologies, Inc., Exton, PA, 19341
Published online: 04 Oct 2006.
To cite this article: Frederick A. Luzzio , Alexander V. Mayorov , Michael E. Menes & William L.
Champion Jr. (1999): Asymmetric Synthesis of 4′-Methyl-2′,3′-dideoxynucleosides, Nucleosides and
Nucleotides, 18:9, 1977-1984
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