: A qualitative hardness scale (N1<N3<O4) has been found for the conjugated bases of 2-methoxy-4(3H)-pyrimidinones 1-3 and applied to high yielding chemoselective N3 methylation, ethylation and benzylation reactions. Removal of the 2-methoxy group followed by a second alkylation affords unsymmetrically 1,3-disubstituted uracils
Gambacorta, A., Tofani, D., M. A., L., Gasperi, T., R., B. (2006). HSAB-driven chemoselective N1-alkylation of pyrimidine bases and their 4-methoxy- or 4-acetylamino-derivatives. TETRAHEDRON, 62, 6848-6854 [10.1016/j.tet.2006.04.098].
HSAB-driven chemoselective N1-alkylation of pyrimidine bases and their 4-methoxy- or 4-acetylamino-derivatives
GAMBACORTA, Augusto;TOFANI, DANIELA;GASPERI, TECLA;
2006-01-01
Abstract
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