王军林,刘鲜,殷文俊,等.金催化立体选择性构建β甘露糖苷键[J].中国海洋药物,2017,36(3):55-59. |
金催化立体选择性构建β甘露糖苷键 |
Gold(I)-Catalyzed Stereoselective Construction of β-Mannosidic Bond |
投稿时间:2017-01-10 修订日期:2017-03-13 |
DOI: |
中文关键词: 金催化 β-甘露糖苷键 甘露糖邻己炔基苯甲酸酯 |
English Keywords:Gold Catalyzed β-Mannosidic Bond Mannosyl ortho-hexynylbenzoate |
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中文摘要: |
目的 发展一种简洁高效的金催化立体选择性构建β-甘露糖苷键的新方法。方法 以全苄基保护的甘露糖邻己炔基苯甲酸酯3为供体,在(PhO)3PAuCl和AgB(C6F5)4催化下,与一系列糖基受体发生糖苷化反应,探索构建β-甘露糖苷键的选择性情况。结果 得到的糖苷化产物都以β构型为主,选择性最高可达β:α=10.9:1。 |
English Summary: |
Objective Developing a convenient and effective protocol for stereoselective synthesis of β-mannosides. Methods 2,3,4,6-Tetra-O-benzyl-1-(ortho-hexynyl-benzoate)-α-D-mannopyranoside 3 was used as glycosyl donor which react with a series of glycosyl acceptors catalyzed by (PhO)3PAuCl and AgB(C6F5)4 to explore the selectivity of β-mannosides. Results All major products were β-mannosides, with the selectivity up to β: α = 10.9: 1. |
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