Stereocontrolled synthesis of (5+5), (5+6) and (6+6) 3-spiropseudonucleosides
2009; Elsevier BV; Volume: 65; Issue: 21 Linguagem: Inglês
10.1016/j.tet.2009.03.038
ISSN1464-5416
AutoresConsolación Gasch, José M. Illangua, Penélope Merino‐Montiel, José M. Fuentes,
Tópico(s)Fluorine in Organic Chemistry
Resumo3-Spiropseudonucleosides, in which the heterocyclic base is a five-membered (oxazolidine, imidazolidine, thiohydantoin) or six-membered (perhydrooxazine) heterocycle, have been prepared starting from a hexofuranos-3-ulose. The method leads to good yields and is completely stereoselective. The key intermediate is a sugar iso(thio)cyanate.
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