A straightforward procedure for the preparation of nucleoside analogue 1 and its regioisomer 2 containing a dihydro-1,4-dithiin as sugar moiety has been accomplished in four steps by our readily available heterocyclic system 5. Nucleobase insertion was carried out by direct addition of N4-acetylcytosine to sulfoxide derivatives via Pummerer-type glycosidation reaction.
Synthesis of 2,3-dihydro-1,4-dithiinyl nucleosides via pummerer-type glycosidation / Paolella, Concetta; D’Alonzo, D.; Guaragna, Annalisa; Cermola, Flavio; Palumbo, Giovanni. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - ELETTRONICO. - 51:46(2010), pp. 6060-6063. [10.1016/j.tetlet.2010.09.060]
Synthesis of 2,3-dihydro-1,4-dithiinyl nucleosides via pummerer-type glycosidation
PAOLELLA, CONCETTA;D’Alonzo D.;GUARAGNA, ANNALISA
;CERMOLA, FLAVIO;PALUMBO, GIOVANNI
2010
Abstract
A straightforward procedure for the preparation of nucleoside analogue 1 and its regioisomer 2 containing a dihydro-1,4-dithiin as sugar moiety has been accomplished in four steps by our readily available heterocyclic system 5. Nucleobase insertion was carried out by direct addition of N4-acetylcytosine to sulfoxide derivatives via Pummerer-type glycosidation reaction.| File | Dimensione | Formato | |
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