通过无金属脱碘反应实际合成2-脱氧糖

IF 1.2 4区 化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Journal of Carbohydrate Chemistry Pub Date : 2021-01-01 DOI:10.1080/07328303.2021.2015365
Wang Yao , Hao Wang , Jing Zeng , Qian Wan
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引用次数: 1

摘要

2-脱氧糖苷,其中的C-2羟基被一个氢原子取代,是许多生物活性天然产物和药物分子的重要基序。本文报道了以环己烷和乙酸乙酯为助溶剂,改进了过氧化物双氯酰介导的自由基脱碘反应。这是一种环境友好的方法,在温和的条件下运行平稳,并且可以以高达98%的收率高效地制备一系列2-脱氧糖苷。
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Practical synthesis of 2-deoxy sugars via metal free deiodination reactions

2-Deoxy-glycosides, in which the C-2 hydroxyl group is replaced with a hydrogen atom, are important motifs in numerous bioactive natural products and pharmaceutical molecules. Herein, an improved dilauroyl peroxide-mediated radical deiodination reaction by using cyclohexane and ethyl acetate as co-solvent is reported. This is an environmentally benign protocol, which operates smoothly under mild conditions and allows efficient preparation of a series of 2-deoxy-glycosides in up to 98% yields.

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来源期刊
Journal of Carbohydrate Chemistry
Journal of Carbohydrate Chemistry 化学-生化与分子生物学
CiteScore
2.10
自引率
0.00%
发文量
20
审稿时长
1 months
期刊介绍: The Journal of Carbohydrate Chemistry serves as an international forum for research advances involving the chemistry and biology of carbohydrates. The following aspects are considered to fall within the scope of this journal: -novel synthetic methods involving carbohydrates, oligosaccharides, and glycoconjugates- the use of chemical methods to address aspects of glycobiology- spectroscopic and crystallographic structure studies of carbohydrates- computational and molecular modeling studies- physicochemical studies involving carbohydrates and the chemistry and biochemistry of carbohydrate polymers.
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