Department of Chemistry, Indian Institute of Technology (BHU), Varanasi, Uttar Pradesh-221005, India.
Org Biomol Chem. 2018 Jul 18;16(28):5107-5112. doi: 10.1039/c8ob01393d.
A stereocontrolled synthesis of aryl-C-glycosides was achieved using glycals and aryldiazonium salts in the presence of palladium acetate. A wide range of glycals including d-glucal, d-galactal, l-rhamnal, d-xylal and d-ribal underwent C-arylation at the anomeric carbon in the presence of different aryldiazonium tetrafluoroborates and gave synthetically useful 2,3-deoxy-3-keto-α-aryl-C-glycosides in good to excellent yields. Broad substrate scope, simple operation and room temperature reactions make this protocol very attractive in organic synthesis.
使用乙二醛和芳基重氮盐在醋酸钯的存在下，实现了芳基-C-糖苷的立体控制合成。在不同的芳基重氮四氟硼酸盐存在下，包括 D-葡萄糖醛、D-半乳糖醛、L-鼠李糖、D-木糖醇和 D-核糖在内的广泛的乙二醛发生了在端基碳原子的 C-芳基化反应，得到了具有合成价值的 2,3-去氧-3-酮-α-芳基-C-糖苷，产率良好至优秀。该反应具有广泛的底物范围、操作简单和室温反应的特点，在有机合成中非常有吸引力。
