A NEW METHOD FOR THE SYNTHESIS OF 2-GLYCOSYLAMINOPYRIDINES - TANDEM DIELS-ALDER RETRO-DIELS-ALDER REACTIONS IN THE SYNTHESIS OF 2-AMINO AND2-GLYCOSYLAMINOPYRIDINES
J. Cobo et al., A NEW METHOD FOR THE SYNTHESIS OF 2-GLYCOSYLAMINOPYRIDINES - TANDEM DIELS-ALDER RETRO-DIELS-ALDER REACTIONS IN THE SYNTHESIS OF 2-AMINO AND2-GLYCOSYLAMINOPYRIDINES, Synlett, (4), 1993, pp. 297-299
Several 2-amino and 2-glycosylaminopyridines, 3 and 7, were synthesize
d through a tandem Diels-Alder/Retro Diels-Alder reaction starting fro
m 6-amino and 6-glycosylamino pyrimidines, 1 and 6, with dimethyl acet
ylenedicarboxylate (DMAD), 2, as dienophile. This approach constitutes
a new method for the synthesis of nucleosides derived from 2-amino py
ridines.