Novel and efficient regioselective enzymatic approach to 3′-, 5′- and 3′,5′-di-O-crotonyl 2′-deoxynucleoside derivatives |
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Authors: | Alba Díaz-Rodríguez |
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Institution: | Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, 33071 Oviedo, Spain |
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Abstract: | Regioselective syntheses of several O-crotonyl 2′-deoxynucleoside derivatives have been efficiently achieved using a biocatalytic methodology. While Candida antarctica lipase B (CAL-B) afforded the 5′-O-acylated compounds, immobilized lipase from Pseudomonas cepacia (PSL-C) provided the 3′-O-crotonylated analogs. Since classical chemical approaches did not work appropriately due to side isomerization reactions, a mixture of both lipases was used to achieve a useful synthetic route toward diacylated nucleosides. |
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