Synlett · 1997 · 65 citations · 0 references
PharmacyChemistryMolecular BiologyNucleic Acid BiochemistryNucleic Acid ChemistryOrganic ChemistryDna ChemistryDna StructureModified Nucleic AcidsNucleic Acid ModificationNucleic Acid StructureNucleic Acid SynthesisChemoselective Glycosidic Bond FormationDeoxyribonucleic Acid (Dna) StructureGlycosidic Bond StereochemistryNucleic Acid Base PairingNucleoside Analog SynthesisNucleoside AnalogsNucleotide AnalogsNucleotide Analogue Synthesis
We describe the synthesis, structure and DNA incorporation of a class of novel aromatic C-deoxynucleosides in which benzenes and larger polycyclic aromatics serve as DNA base analogs. Novel approaches have been developed for glycosidic bond formation and for epimenzation of the anomeric substitutents to β-configuration, and we describe some of the properties of such compounds in DNA.