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AuBr₃-catalyzed azidation of per-O-acetylated and per-O-benzoylated sugars.

ABSTRACT: Herein we report, for the first time, the successful anomeric azidation of per-O-acetylated and per-O-benzoylated sugars by catalytic amounts of oxophilic AuBr₃ in good to excellent yields. The method is applicable to a wide range of easily accessible per-O-acetylated and per-O-benzoylated sugars. While reaction with per-O-acetylated and per-O-benzoylated monosaccharides was complete within 1-3 h at room temperature, the per-O-benzoylated disaccharides needed 2-3 h of heating at 55 °C.

SUBMITTER: Rajput J

PROVIDER: S-EPMC5870170 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature

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AuBr3-catalyzed azidation of per-O-acetylated and per-O-benzoylated sugars.

Rajput Jayashree J Hotha Srinivas S Vangala Madhuri M

Beilstein journal of organic chemistry 20180322

Herein we report, for the first time, the successful anomeric azidation of per-O-acetylated and per-O-benzoylated sugars by catalytic amounts of oxophilic AuBr3 in good to excellent yields. The method is applicable to a wide range of easily accessible per-O-acetylated and per-O-benzoylated sugars. While reaction with per-O-acetylated and per-O-benzoylated monosaccharides was complete within 1-3 h at room temperature, the per-O-benzoylat ...[more]

PMID: 29623131

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