| Stereoselective Synthesis of C-Glycosides by Suzuki Cross-coupling Reaction |
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| 引用本文： | LI,Xiao-Liu XING,Chun-Yong WANG,Huan-Xin TAKAHASHI,Hideyo IKEGAMI,Shiro. Stereoselective Synthesis of C-Glycosides by Suzuki Cross-coupling Reaction[J]. 有机化学, 2004, 24(Z1): 87 |
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| 作者姓名： | LI Xiao-Liu XING Chun-Yong WANG Huan-Xin TAKAHASHI Hideyo IKEGAMI Shiro |
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| 作者单位： | LI,Xiao-Liu（School of Chemistry and Environmental Sciences, Hebei University, Baoding 071002, China;School of Pharmaceutical Sciences, Teikyo Univeristy, Sagamiko, Kanagawa 199-0195, Japan） XING,Chun-Yong（School of Chemistry and Environmental Sciences, Hebei University, Baoding 071002, China） WANG,Huan-Xin（School of Chemistry and Environmental Sciences, Hebei University, Baoding 071002, China） TAKAHASHI,Hideyo（School of Pharmaceutical Sciences, Teikyo Univeristy, Sagamiko, Kanagawa 199-0195, Japan） IKEGAMI,Shiro（School of Pharmaceutical Sciences, Teikyo Univeristy, Sagamiko, Kanagawa 199-0195, Japan） |
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| 摘 要： | Carbohydrates and their conjugates have been recognized to play a wide variety of metabolic roles in numerous biological processes.[1] Various modified sugars and analogues have been recently synthesized for further investigation of glycosidase reactions and for the development of specific glycosidase inhibitors.[2] As one of the most important carbohydrate mimics, C-glycosides have attracted great attention due to their stability to chemical or enzymatic hydrolysis of the glycosidic linkage. A number of methodologies for the preparation of C-glycosides have been extensively investigated.[3] We have recently reported the syntheses of novel C-glycosyl amino acids and amino-C-disaccharides possessing a ketose form via the stereoselective 1,3-dipolar cycloaddition of exo-methylenesugars (1) and nitrones.[4,5] As a continuation of our research on the synthesis of C-glycosides using exo-methylenesugar as the precursor, we wish to describe here a stereoselective synthesis of C-glycosides by Suzuki cross-coupling reaction.
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Stereoselective Synthesis of C-Glycosides by Suzuki Cross-coupling Reaction |
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| LI,Xiao-Liu,XING,Chun-Yong,WANG,Huan-Xin,TAKAHASHI,Hideyo,IKEGAMI,Shiro. Stereoselective Synthesis of C-Glycosides by Suzuki Cross-coupling Reaction[J]. Chinese Journal of Organic Chemistry, 2004, 24(Z1): 87 |
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| Authors: | LI Xiao-Liu XING Chun-Yong WANG Huan-Xin TAKAHASHI Hideyo IKEGAMI Shiro |
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| Abstract: | Carbohydrates and their conjugates have been recognized to play a wide variety of metabolic roles in numerous biological processes.[1] Various modified sugars and analogues have been recently synthesized for further investigation of glycosidase reactions and for the development of specific glycosidase inhibitors.[2] As one of the most important carbohydrate mimics, C-glycosides have attracted great attention due to their stability to chemical or enzymatic hydrolysis of the glycosidic linkage. A number of methodologies for the preparation of C-glycosides have been extensively investigated.[3] We have recently reported the syntheses of novel C-glycosyl amino acids and amino-C-disaccharides possessing a ketose form via the stereoselective 1,3-dipolar cycloaddition of exo-methylenesugars (1) and nitrones.[4,5] As a continuation of our research on the synthesis of C-glycosides using exo-methylenesugar as the precursor, we wish to describe here a stereoselective synthesis of C-glycosides by Suzuki cross-coupling reaction. |
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