含d-烯醛糖苷的合成

IF 2 3区化学 Q2 CHEMISTRY, ORGANIC

Journal of Heterocyclic Chemistry Pub Date : 2025-07-28 DOI:10.1002/jhet.70037

Aoi Ikemoto, Diao Huanlin, Chou Chi, Suguru Murakami, Ryosuke Matsubara, Masahiko Hayashi

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引用次数: 0

摘要

已经合成了含有d-醛糖的糖苷。合适的糖基供体和启动子或添加剂取决于糖元的性质。对于(+)-儿茶素，以氟糖基为糖基供体，BF3·OEt2为启动子是最佳选择。另一方面，分别以溴化糖基和四丁基溴化铵（TBAB）或苄基三乙基氯化铵（TEBAC）作为糖基供体和添加剂，经Lemieux卤化物离子催化糖苷化反应合成含l-抗坏血酸糖苷的最佳组合。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthesis of Glycosides Containing d-Allose

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Synthesis of Glycosides Containing d-Allose

Glycosides containing d-allose have been synthesized. Suitable glycosyl donors and promoters or additives are dependent on the nature of the aglycone. For (+)-catechin, using glycosyl fluorides as the glycosyl donor and BF₃ · OEt₂ as the promoter was the optimal choice. On the other hand, glycosyl bromide and tetrabutylammonium bromide (TBAB) or benzyltrietylammonium chloride (TEBAC) as the glycosyl donor and additive, respectively, proved to be the best combination for synthesizing glycosides containing l-ascorbic acid via Lemieux's halide ion-catalyzed glycosidation reaction.

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来源期刊

Journal of Heterocyclic Chemistry 化学-有机化学

CiteScore

5.20

自引率

4.20%

发文量

177

审稿时长

3.9 months

期刊介绍： The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.