National Engineering Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R.China.
Key Laboratory of Small Functional Organic Molecule, Ministry of Education, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. China.
Org Lett. 2021 Apr 2;23(7):2659-2663. doi: 10.1021/acs.orglett.1c00551. Epub 2021 Mar 18.
We report for the first time that the imidate radical can be efficiently added to glycals to generate glycosyl radicals, based on which a general, toxic-reagent-free synthesis of -glycosides of 2-deoxy-2-amino sugars has been developed. Complementary to previous strategies, the reaction is 1,2--stereoselective and could use aryl alkenes as substrates. The late-stage functionalization and density functional theory calculations are reported.
我们首次报道了亚氨基自由基可以有效地加成到糖醛上生成糖基自由基，在此基础上，开发了一种通用的、无毒性试剂的 2-脱氧-2-氨基糖的 -糖苷的合成方法。与以前的策略互补，该反应具有 1,2--立体选择性，可以使用芳基烯烃作为底物。还报道了后期的功能化和密度泛函理论计算。
