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New selective O-debenzylation of phenol with Mg/MeOH
Authors:Wei Huang  Hong Liu
Institution:a The Center for Drug Discovery and Design, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, and Graduate School, Chinese Academy of Sciences, Shanghai 201203, PR China
b School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang, Liaoning, 110016, PR China
c School of Pharmacy, East China University of Science and Technology, Shanghai 200237, PR China
Abstract:Carboxylate-benzyl and nitro-benzyl groups used in phenols protection were selectively debenzylated with 3-25 equiv of Mg in methanol at room temperature. Good yields of the desired phenols were obtained within 3-10 h from a wide variety of O-(carboxylate-benzyl)- or O-(nitro-benzyl)-phenols. Selective O-debenzylation was possible in the presence of O-(carboxylate-benzyl)- or O-(nitro-benzyl)-phenols with Mg/MeOH.
Keywords:Substituted benzyl  Phenol protecting group  Selective O-debenzylation  Mg/MeOH
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