Enantioselective synthesis of homo-N-nucleosides containing a 1,4-dioxane sugar analog.
A dioxane homo-sugar analog, (2S,5S)-and (2R,5S)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-iodomethyl-1,4-dioxane was prepared from (2R,3R)-dimethyl tartrate, and further elaborated into the corresponding homo-N-nucleoside analogs by its reactions with uracil and adenine, respectively.
Yu
Qiang
Q
Department of Chemistry, Norwegian University of Science and Technology (NTNU), N-7491 Trondheim, Norway.
Carlsen
Per
P
D004146:Dioxanes / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D004146:Dioxanes; D009705:Nucleosides; C025223:1,4-dioxane