通过点击共轭反应设计和合成多价糖基缀合物。
Design and synthesis of multivalent neoglycoconjugates by click conjugations.
机构信息
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371.
出版信息
Beilstein J Org Chem. 2014 Jun 10;10:1325-32. doi: 10.3762/bjoc.10.134. eCollection 2014.
A highly stereoselective BF3∙OEt2-promoted tandem hydroamination/glycosylation on glycal scaffolds has been developed to form propargyl 3-tosylamino-2,3-dideoxysugars in a one-pot manner. Subsequent construction of multivalent 3-tosylamino-2,3-dideoxyneoglycoconjugates with potential biochemical applications was presented herein involving click conjugations as the key reaction step. The copper-catalyzed regioselective click reaction was tremendously accelerated with assistance of microwave irradiation.
已开发出一种高度对映选择性的 BF3·OEt2 促进的串联氨化/糖苷化反应，可在一锅法中形成糖醛骨架上的炔丙基 3-对甲苯磺酰氨基-2,3-二脱氧糖。本文还介绍了通过点击反应构建具有潜在生物化学应用的多价 3-对甲苯磺酰氨基-2,3-去氧新糖基缀合物，其中点击反应是关键反应步骤。在微波辐射的辅助下，铜催化的区域选择性点击反应得到了极大的加速。
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