Stereocontrolled synthesis of (5+5), (5+6) and (6+6) 3-spiropseudonucleosides |
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Authors: | Consolación Gasch |
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Institution: | Departamento de Química Orgánica, Universidad de Sevilla, apartado 1203, E-41071 Sevilla, Spain |
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Abstract: | 3-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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Keywords: | Spironucleoside Isothiocyanatosugar Oxazolidine Imidazolidine Thiohydantoin Perhydrooxazine |
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