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A series of α- and β-5-halo-2′-deoxyuridine derivatives were prepared with high anomeric selectivity using the conventional silylbase glycosylation method and taking advantage of the 3′-O-(N-acetyl)glycyl protection group and temperature control. Reactions performed at −7°C gave as much as 87% of the β-anomers, while an overnight reaction at 30°C gave up to 95% of the α-anomers.
A hydroxymethylated polystyrene resin has been converted to its vinylsulfonylethyl ether (1) by DBU catalyzed addition of the hydroxy groups to divinyl sulfone. The support obtained was used to convert 5- and 6-(tetrahydropyran-2-yloxy)-1,2,3,4-tetrahydroisoquinolines to a set of N-alkylated tetrahydroisoquinolines bearing various 5- and 6-alkoxy substituents (5a-m). The synthesis involved attachment...
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