863651-34-7Relevant academic research and scientific papers
Dye-sensitized photooxygenation of sugar-furans as synthetic strategy for novel C-nucleosides and functionalized exo-glycals
Cermola, Flavio,Iesce, M. Rosaria
, p. 10694 - 10699 (2006)
The methylene blue-sensitized photooxygenation of β-ribofuranosyl furan 1e followed by in situ Et2S treatment afforded the conformationally stable β-ribofuranoside 4e almost quantitatively. The latter was converted to pyridazine C-nucleoside 6e by cyclization with NH2NH2 and to pyrazoline 7e through a 1,3-dipolar cycloaddition with diazomethane. Attempts to epoxidize the double bond failed both by dimethyldioxirane (DMDO), which left 4e unchanged, and by NEt3/t-BuOOH or NaOO-t-Bu which respectively afforded the new and unexpected exo-glycals E,Z-8e and the novel furan derivative 9.
Dye-sensitized photooxygenation of furanosyl furans: Synthesis of a new pyridazine C-nucleoside
Cermola, Flavio,Iesce, M. Rosaria,Buonerba, Gianluca
, p. 6503 - 6505 (2007/10/03)
The dye-sensitized photooxygenation of furanosyl furans easily affords C- or O-glycosides with cis-α,β-unsaturated 1,4-dioxo aglycones. The reaction, performed on a ribofuranosyl furan, provides a useful new entry to a novel pyridazine C-nucleoside that c
