A Stereoselective Approach to Nucleosides and 4′-Thioanalogues from Acyclic Precursors

A Stereoselective Approach to Nucleosides and 4′-Thioanalogues from Acyclic Precursors

d- and l-nucleosides and analogues thereof, including the 4′-thionucleoside series, are one of the most important biological and pharmaceutically active classes of compounds. A novel approach to their synthesis from chiral acyclic thioaminal, bearing the nucleobase, is described.

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Veröffentlicht in:Journal of the American Chemical Society 2009-12, Vol.131 (47), p.17242-17245
Hauptverfasser: Chapdelaine, Daniel, Cardinal-David, Benoit, Prévost, Michel, Gagnon, Marc, Thumin, Isabelle, Guindon, Yvan
Format: Artikel
Sprache:eng
Schlagworte:
Nucleosides - chemistry
Stereoisomerism
Sulfhydryl Compounds - chemistry
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Beschreibung
Zusammenfassung:d- and l-nucleosides and analogues thereof, including the 4′-thionucleoside series, are one of the most important biological and pharmaceutically active classes of compounds. A novel approach to their synthesis from chiral acyclic thioaminal, bearing the nucleobase, is described.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja905452f