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Synlett 1993; 1993(4): 297-299
DOI: 10.1055/s-1993-22439
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A New Method for the Synthesis of 2-Glycosylaminopyridines. Tandem Diels-Alder/Retro-Diels-Alder Reactions in the Synthesis of 2-Amino and 2-Glycosylaminopyridines

J. Cobo* , M. Melguizo, A. Sánchez, M. Nogueras
  • *Departamento de Química Orgánica, Facultad de Ciencias Experimentales, Campus de Jaén, E-23071 Jaén, Spain
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Publication History

Publication Date:
19 March 2002 (online)

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Several 2-amino and 2-glycosylaminopyridines, 3 and 7, were synthesized through a tandem Diels-Alder/Retro Diels-Alder reaction starting from 6-amino and 6-glycosylamino pyrimidines, 1 and 6, with dimethyl acetylenedicarboxylate (DMAD), 2, as dienophile. This approach constitutes a new method for the synthesis of nucleosides derived from 2-amino pyridines.