An efficient synthesis of pyrimidine-containing butenolides is reported, starting from C-alkoxycarbonyl isoxazolidines. Two competitive reaction routes are operating: the pathway leading to homo-N,O-nucleosides, based on the reduction of an ester group at C-3, and the reaction channel leading to butenolides promoted by the removal of the hydrogen atom at C-3. The two reaction pathways can be easily controlled according to the adopted experimental conditions
Synthesis of Pyrimidine-Containing 3-Aminobutenolides
CHIACCHIO, Ugo;PISTARA', Venerando;RESCIFINA, Antonio;
2004-01-01
Abstract
An efficient synthesis of pyrimidine-containing butenolides is reported, starting from C-alkoxycarbonyl isoxazolidines. Two competitive reaction routes are operating: the pathway leading to homo-N,O-nucleosides, based on the reduction of an ester group at C-3, and the reaction channel leading to butenolides promoted by the removal of the hydrogen atom at C-3. The two reaction pathways can be easily controlled according to the adopted experimental conditionsFile in questo prodotto:
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