环糊精相转移催化水相高效合成糖基三氮唑

Efficient Synthesis of Glycosylated Triazole in Water Using Cyclodextrin as Phase Transfer Catalyst

以水为溶剂,β-环糊精为相转移催化剂,β-D-葡萄炔丙苷(或木糖炔丙苷)和叠氮化物在一价铜催化下经CuAAC反应合成了一系列糖基三氮唑衍生物(4a^4d或5a^5d),收率78%~95%,其结构经1H NMR,13C NMR,2D NOESY和ESI-MS表征。其中4b,4c和5a^5d为新化合物。该反应具有高度的立体专一性和区域选择性。

A series of glycosyl triazole derivatives（ 4a ~ 4d or 5a ~ 5d） with the yield of 78% ~ 95% were synthesized by CuAAC reaction of glucose propargyl glycoside（ or xylose propargyl glycoside） and azide catalyzed by copper（ Ⅰ） using β-cyclodextrin as the phase transfer catalyst in water. The structures,stereospecificity and regioselectivity of the reaction were characterized by1H NMR, 13C NMR,2D NOESY and ESI-MS. 4b,4c and 5a ~ 5d were new compounds.