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Palladium(II)-Catalyzed Heck Coupling: Direct Stereoselective Synthesis of C-Aryl Glycosides from Nonactivated Glycals and Thianthrenium Salts
Organic Letters ( IF 5.2 ) Pub Date : 2024-03-18 , DOI: 10.1021/acs.orglett.4c00654
Xinxin Wei 1, 2 , Mingjie Zeng 2, 3 , Yazhou Li 2 , Dechuan Wang 1 , Jiang Wang 2, 4 , Hong Liu 2, 3
Affiliation  

Here, we report an efficient Pd(II)-catalyzed Heck coupling reaction utilizing modular and readily available thianthrenium salts. The tunability and ease of thianthrenium salts facilitated the integration of glycals with drugs, natural products, and peptides. This method allows the incorporation of diverse glycals into structurally varied aglycon components without directing groups or prefunctionalization and provides a practical method for synthesizing C-aryl glycosides, offering a new avenue for the production of complex glycosides with potential applications.

中文翻译:

钯 (II) 催化的 Heck 偶联:从非活化糖和铊盐直接立体选择性合成 C-芳基糖苷

在这里,我们报道了一种利用模块化且易于获得的铊盐的高效 Pd(II) 催化 Heck 偶联反应。铊盐的可调性和易用性促进了糖醛与药物、天然产物和肽的整合。该方法允许将不同的糖醛掺入结构不同的苷元组分中,无需定向基团或预功能化,并提供了合成C-芳基糖苷的实用方法,为生产具有潜在应用的复杂糖苷提供了新途径。
更新日期:2024-03-18
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