Reactions of Nucleosides with 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU). Syntheses of N(3)-Methylene-Bridged Bis-uridines and Secouridine-Dinucleoside Analogs |
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Authors: | Vesna aplar Vinko kari |
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Institution: | Vesna ?aplar,Vinko ?kari? |
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Abstract: | Diasteroisomeric secouridine derivatives, appropriately protected and activated, served as starting compounds in the reactions with 1,8-diazabicyclo5.4.0]undec-7-ene (DBU) in various solvents (CH2Cl2, MeCN, or dimethylformamide (DMF)). Reactions with DBU/CH2Cl2 gave N(3)-methylene-bridged bis-secouridines and bis-uridines (Scheme 3), while the reactions with DBU in non-alkylating solvents resulted in formation of secdinucleosides as the result of intermolecular ‘dimerizations’ (Scheme 2). |
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