The diastereo- and enantioselective synthesis of alpha- and beta-3'-hydroxymethyl-N,O-nucleosides is described, based on the 1,3-dipolar cycloaddition of a N-glycosyl nitrone. Two approaches have been evaluated: the one-step procedure, which uses vinyl nucleobases, showed a better stereoselectivity towards beta-nucleosides.
Diastereo- and Enantioselective Synthesis of N,O-Nucleosides
CHIACCHIO, Ugo;CORSARO, Antonino;PISTARA', Venerando;RESCIFINA, Antonio;
2003-01-01
Abstract
The diastereo- and enantioselective synthesis of alpha- and beta-3'-hydroxymethyl-N,O-nucleosides is described, based on the 1,3-dipolar cycloaddition of a N-glycosyl nitrone. Two approaches have been evaluated: the one-step procedure, which uses vinyl nucleobases, showed a better stereoselectivity towards beta-nucleosides.File in questo prodotto:
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