FIRST ENTRY TO [4+2] CYCLOADDITIONS INVOLVING 5-AMINO-2-FURANMETHANOLS

The preparation of new 5-amino-2-furanmethanols bearing various amino and primary or secondary alcohol groups is described. The structures of 5-amino-2-furanmethanols as dienes are consistent with (1)H NMR data and cyloadditions of them allows the selective synthesis of tetrasubstituted aminobenzylic alcohols, amino phenols or lactones through Diels-Alder reactions.