Z. Maqbool et al., SYNTHESES OF ANOMERIC PAIRS OF NEW C-NUCLEOSIDES VIA 1,3-DIPOLAR CYCLOADDITION REACTION .1., Zeitschrift fur Naturforschung. B, A journal of chemical sciences, 52(11), 1997, pp. 1383-1392
A convenient pathway to a variety of beta- and alpha-C-nucleosides has
been developed by utilizing 1,3-dipolar cycloaddition reactions of va
rious exocyclic and endocyclic heterocyclic ylides with beta (5a) and
alpha (5b) anomers of ethyl ',3'-O-isopropylidene-5'-O-trityl-D-ribofu
ranosyl) propiolate, respectively. Assignment of configuration at C-1'
position of the C-nucleosides could be made by a comparative study of
the properties of corresponding alpha and beta anomers with a reasona
ble degree of certainity.