J Org Chem. 2014 Feb 7;79(3):1100-10. doi: 10.1021/jo402551x.
A new strategy for diversity-oriented direct glycosylation of bioactive small molecules was developed. This reaction features (−)-β-pinene as acid scavenger and work with glycosyl iodides under mild conditions. With the aid of RP-HPLC and chiral SFC separation techniques, the new direct glycosylation proved effective at gram scale on bioactive small molecules including AZD6244, podophyllotoxin, paclitaxel, and docetaxel. Interesting glycoside derivatives were efficiently created with good yields and 1,2-cis selectivity.
开发了一种用于生物活性小分子的导向多元化直接糖基化的新策略。该反应以（-）-β-蒎烯为酸清除剂，在温和条件下与糖苷碘化物一起使用。借助 RP-HPLC 和手性 SFC 分离技术，新的直接糖基化在 AZD6244、鬼臼毒素、紫杉醇和多西他赛等生物活性小分子的克级规模上表现出有效性。通过该方法可以有效构建具有良好收率和 1,2-顺式选择性的糖苷衍生物。
