ABSTRACT
The C-nucleosides are structurally similar to nucleosides except that they possess a hydrolytically and enzymatically more stable sugar-base bond. Pseudouridine was the first C-nucleoside isolated. A closely related C-nucleoside natural product was also isolated and was termed oxazinomycin. C-Nucleoside analogs of biologically interesting N-nucleoside medicinal agents will also be discussed where deemed appropriate. It should be mentioned that the topic of C-nucleoside synthesis is an enormous one. Interestingly enough, a recent radical approach to C-nucleoside assembly employed Barton type chemistry. Another approach relied on the addition of an anomeric radical to a heterocycle to give a C-nucleoside directly. A more example further illustrates the utility of the dimethylaminonitrile functionality in C-nucleoside assembly. Furanoses possessing a one carbon substituent on C-l have been used fairly often in C-nucleoside synthesis. C-1 Aldehydes have also found use as precursors in C-nucleoside synthesis.
