Synthesis of dinucleotides with 2′-C to phosphate connections by ring-closing metathesis |
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| Authors: | Philip Bø rsting |
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| Affiliation: | Nucleic Acid Center,††Nucleic Acid Center is funded by the Danish National Research Foundation for studies on nucleic acid chemical biology. Department of Chemistry, University of Southern Denmark, 5230 Odense M, Denmark |
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| Abstract: | Four different nucleosides with olefinic 2′-modifications were prepared; 2′-C-methylene, 2′-C-(propen-1-yl), 2′-C-allyl and 2′-O-allyl uridines, respectively. These were incorporated into dinucleotides with allyl phosphate or vinyl phosphonate linkages. Hence, six different dinucleotides were studied as substrates for RCM reactions, and from four of these, cyclic dinucleotides with connections between 2′-C and phosphorus of 3-6 atoms were obtained. |
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| Keywords: | Ring-closing metathesis Nucleosides Dinucleotides Conformational restriction |
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