Li Hou-Hua, Ye Xin-Shan
State Key Laboratory of Natural and Biomimetic Drugs, Peking University, and School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd No. 38, Beijing, 100191, China.
Org Biomol Chem. 2009 Sep 21;7(18):3855-61. doi: 10.1039/b909248j. Epub 2009 Jul 20.
The Heck coupling of aryl iodides with pyranoid glycals using a catalytic amount of Pd(OAc)(2) to form pyranoid aryl C-glycosides has been achieved. The reaction takes place smoothly in the presence of Ag(2)CO(3) and Cu(OAc)(2) (or DMSO) in acetonitrile. This arylation process, which occurs in a highly regio- and stereo-selective manner, provides a simple, mild, and efficient approach to the synthesis of aryl 2-deoxy-C-glycopyranosides.
使用催化量的Pd(OAc)₂实现了芳基碘化物与吡喃型糖苷的Heck偶联反应，以形成吡喃型芳基C-糖苷。该反应在乙腈中，在Ag₂CO₃和Cu(OAc)₂（或DMSO）存在下顺利进行。这种以高度区域和立体选择性方式发生的芳基化过程，为合成芳基2-脱氧-C-吡喃糖苷提供了一种简单、温和且高效的方法。
