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High yield regioselective monobenzyloxycarbonylation of secondary alcohols in glycopyranoside series
Authors:Morère Alain  Mouffouk Fouzi  Jeanjean Audrey  Leydet Alain  Montero Jean-Louis
Institution:Laboratoire de Chimie Biomoléculaire (UMR 5032), Université Montpellier II-ENSCM, 8 Rue de l'Ecole Normale, F-3429 Montpellier, France. morere@univ-montp2.fr
Abstract:The regioselective monobenzyloxycarbonylation of secondary alcohols in methyl 6-O-(4-methoxytrityl)-alpha-D-manno-, gluco- and galactopyranoside has been achieved in high yields (74-85%) by using benzyl chloroformate in the presence of 4-dimethylaminopyridine and/or 1,4-diazabicyclo2.2.2]octane.
Keywords:Regioselectivity  Protecting group  Glycopyranoside series  Benzyloxycarbonyl group
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