Facile Synthesis of Sugar Lactols via Bromine-Mediated Oxidation of Thioglycosides

通过溴介导的硫代糖苷氧化轻松合成糖乳醇

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作者:Shuai Meng, Bishwa Raj Bhetuwal, Padam P Acharya, Jianglong Zhu

Abstract

Synthesis of a variety of sugar lactols (hemiacetals) has been accomplished in moderate to excellent yields by using bromine-mediated oxidation of thioglycosides. It was found that acetonitrile is the optimal solvent for this oxidation reaction. This approach involving bromine as oxidant is superior to that using N-bromosuccimide (NBS) which produces byproduct succinimide often difficult to separate from the lactol products.

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