A reinvestigated mechanism of ribosylation of adenine under silylating conditions |
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| Authors: | Grzegorz Framski Maria Gdaniec |
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| Affiliation: | a Institute of Bioorganic Chemistry, Polish Academy of Sciences, Noskowskiego 12/14, PL-61704 Poznan, Poland
b Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, PL-60780 Poznan, Poland |
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| Abstract: | The mechanism of chemical synthesis of adenosine has been reinvestigated. Depending on the reaction conditions and the presence of N6-protecting groups, ribosylation of adenine proceeds via different kinetic products: 3-riboadenine in strongly acidic media, 7-ribosylated derivative in the silyl method, and 1-(β-d-ribofuranosyl)adenine when applying N6-acyladenine and silylating conditions. |
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| Keywords: | Adenosine 1-(β- smallcaps" >d-Ribofuranosyl)adenine 7-(β- smallcaps" >d-Ribofuranosyl)adenine Ribosylation Transglycosylation Regioselectivity |
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