Journal of Organic Chemistry p. 1139 - 1141 (1983)
Update date:2022-09-26
Topics:
Kozikowski, Alan P.
Goldstein, Steven
A new route to the important class of antibiotic and antiviral agents, the C-nucleosides, has been developed.The nitrile oxide generated from a protected derivative of β-D-ribofuranosylnitromethane has been shown to react with ethoxyacetylene to deliver an isoxazole C-nucleoside.On hydrogenolytic cleavage of the N-O bond, a β-keto ester is formed that can be reacted with a bisnucleophile to yield a new C-nucleoside analogue.
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