Transient imine as a directing group for the Pd-catalyzed anomeric C(sp3)-H arylation of 3-aminosugars

被引：5
|
作者：
Ghouilem, Juba [1 ]
Bazzi, Sokna [1 ]
Grimblat, Nicolas [2 ]
Retailleau, Pascal [3 ]
Gandon, Vincent [2 ,4 ]
Messaoudi, Samir [1 ]
机构：
[1] Univ Paris Saclay, CNRS, BioCIS, F-92290 Chatenay Malabry, France
[2] Inst Polytech Paris, Ecole Polytech, Lab Chim Mol LCM, CNRS,UMR 9168, Route Saclay, F-91120 Palaiseau, France
[3] Univ Paris Saclay, Inst Chim Subst Nat, CNRS, UPR 2301, Ave Terrasse, F-91198 Gif Sur Yvette, France
[4] Univ Paris Saclay, CNRS, ICMMO, F-91405 Orsay, France
来源：
CHEMICAL COMMUNICATIONS | 2023年 / 59卷 / 17期
关键词：
NATURAL-PRODUCTS; ANGUCYCLINE; GLYCOSIDES; MARMYCIN;
D O I：
10.1039/d3cc00046j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The first example of Pd(ii)-catalyzed anomeric arylation of 3-aminosugars is reported by using an L,X-type transient directing group (TDG) approach combined with an external 2-pyridone ligand. The released free amine was in situ transformed into an azide function, which was then exploited in a CuAAC to increase the molecular complexity and prepare a variety of complex substituted C3-triazolo C-glycosides in good yields.
引用
收藏
页码：2497 / 2500
页数：4
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