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Título

One-pot synthesis of acyclic nucleosides from carbohydrate derivatives, by combination of tandem and sequential reactions

AutorBoto, Alicia ; Hernández, Dácil ; Hernández, Rosendo ; Álvarez, Eleuterio
Fecha de publicación7-nov-2007
EditorAmerican Chemical Society
CitaciónJournal of Organic Chemistry 72(25): 9523-9532 (2007)
ResumenThe design of processes which combine tandem and sequential reactions allows the transformation of readily available precursors into high-profit products. This strategy is illustrated by the one-pot synthesis of acyclic nucleosides, which are potential antiviral compounds, from readily available carbohydrates. The reaction conditions are mild, compatible with most functional groups. Depending on the starting sugar, both common and uncommon acyclic chains can be prepared. These polyhydroxylated chains can be combined with different bases to generate diversity.
Descripción10 pages, 5 tables, 6 schemes.-- PMID: 17985924 [PubMed].-- Printed version published Dec 7, 2007.
Supporting information available at: http://pubs.acs.org/doi/suppl/10.1021/jo701608p
[Synthesis and spectroscopic data of starting materials 10-13, the acyclic nucleosides 24-28, 31-37, 40-47, 49, and 50, and the alcohols 51-58; ORTEP drawings for compounds 29, 36, 37, and 45; 1H and 13C NMR spectra for compounds 24-58; and crystal structure data (in CIF format) for compounds 29, 36, 37, and 45].
Versión del editorhttp://dx.doi.org/10.1021/jo701608p
URIhttp://hdl.handle.net/10261/12973
DOI10.1021/jo701608p
ISSN0022-3263
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