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Nickel-catalyzed reductive coupling of glucosyl halides with aryl/vinyl halides enabling β-selective preparation of C-aryl/vinyl glucosides
Science China Chemistry ( IF 10.4 ) Pub Date : 2019-06-18 , DOI: 10.1007/s11426-019-9501-4 Jiandong Liu , Chuanhu Lei , Hegui Gong
中文翻译:
镍催化的葡萄糖基卤化物与芳基/乙烯基卤化物的镍还原还原偶联,可实现β选择性制备C -芳基/乙烯基葡糖苷
更新日期:2019-06-18
Science China Chemistry ( IF 10.4 ) Pub Date : 2019-06-18 , DOI: 10.1007/s11426-019-9501-4 Jiandong Liu , Chuanhu Lei , Hegui Gong
This work describes stereoselective preparation of β-C-aryl/vinyl glucosides via mild Ni-catalyzed reductive arylation and vinylation of C1-glucosyl halides with aryl and vinyl halides. A broad range of aryl halides and vinyl halides were employed to yield C-aryl/vinyl glucosides in 42%–93% yields. Good to excellent β-selectivities were obtained for C-glucosides by using tridentate ligand.
中文翻译:
镍催化的葡萄糖基卤化物与芳基/乙烯基卤化物的镍还原还原偶联,可实现β选择性制备
这项工作描述了通过温和的Ni催化的还原性芳基化和C 1-葡萄糖基卤化物与芳基和乙烯基卤化物的乙烯基化,立体选择性地制备β- C-芳基/乙烯基葡糖苷。广泛使用的芳基卤化物和乙烯基卤化物可产生C-芳基/乙烯基葡糖苷,产率为42%–93%。通过使用三齿配体,对C-葡糖苷获得了良好至优异的β-选择性。