Z. Maqbool et al., SYNTHESES OF ANOMERIC PAIRS OF NEW C-NUCLEOSIDES VIA 1,3-DIPOLAR CYCLOADDITION REACTION .2., Zeitschrift fur Naturforschung. B, A journal of chemical sciences, 52(11), 1997, pp. 1393-1400
1,3-Dipolar cycloaddition of dipolarophiles (1) and (2) with endocycli
c heterocyclic azomethine ylides (4), (14) and (24), prepared in situ,
leads to the protected beta-and alpha- C-nucleosides (7), (8), (17),
(18), (27) and (28), respectively. These, on subsequent hydrolysis, pr
ovide the corresponding C-nucleosides. The structures of all the synth
esized compounds are confirmed through analytical and spectral data. T
he assignment of configuration at C-1' position of the C-nucleosides c
ould be done by a comparative study of the properties of the correspon
ding alpha and beta anomers with a reasonable degree of certainity.