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An efficient procedure allowing selective differentiation of the 4-hydroxy group of Me gallate was reported. Me gallate was triacetylated to give 3,4,5-tris(acetyloxy)benzoic acid Me ester which was then regioselectively deacetylated to give the 3,5-tris(acetyloxy)-4-alkoxybenzoic acid Me esters I (R = alkyl, allyl, benzyl). [on SciFinder (R)]
Johan Auwerx, Kristina Schoonjans, Mitsunori Nomura, Thijs Pols, Taoufiq Harach, Maaike Hélène Oosterveer, Giuseppe Lo Sasso