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Synlett 1997; 1997(4): 341-347
DOI: 10.1055/s-1997-788
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C-Nucleosides Derived from Simple Aromatic Hydrocarbons

Narayan C. Chaudhuri* , Rex X.-F. Ren, Eric T. Kool
  • *Department of Chemistry, University of Rochester, Rochester, NY 14627, USA, Fax (716) 473-6889; Bitnet etk@etk.chem.rochester.edu
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Publication History

Publication Date:
31 December 2000 (online)

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We describe the synthesis, structure ad 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 epimerization of the anomeric substituents to β-configuration, and we describe some of the properties of such compounds in DNA.

C-deoxynucleoside - β-anomer - α-anomer - organocadmium - glycosidation

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