Opening book details…
Can I read Design of Hemilabile N,N,N-Ligands in Copper-Catalyzed Enantioconvergent Radical Cross-Coupling of Benzyl/Propargyl Halides with Alkenylboronate Esters on EtoBox?
Design of Hemilabile N,N,N-Ligands in Copper-Catalyzed Enantioconvergent Radical Cross-Coupling of Benzyl/Propargyl Halides with Alkenylboronate Esters by Peng-Fei Wang; Jiao Yu; Kai-Xin Guo; Sheng-Peng Jiang; Ji-Jun Chen; Qiang-Shuai Gu; Ji-Ren Liu; Xin Hong; Zhong-Liang Li; Xin-Yuan Liu is a Chemistry article available to read on EtoBox.
What is Design of Hemilabile N,N,N-Ligands in Copper-Catalyzed Enantioconvergent Radical Cross-Coupling of Benzyl/Propargyl Halides with Alkenylboronate Esters about?
The enantioconvergent radical C(sp)-C(sp) cross-coupling of alkyl halides with alkenylboronate esters is an appealing tool in the assembly of synthetically valuable enantioenriched alkenes owing to the ready availability, low toxicity, and air/moisture stability of alkenylboronate esters. Here, we report a copper/chiral N,N,N-ligand catalytic system for the enantioconvergent cross-coupling of benzyl/propargyl halides with alkenylboronate esters (>80 examples) with good functional group tolerance. The key to the success is the rational design of hemilabile N,N,N-ligands by mounting steric hindrance at the ortho position of one coordinating quinoline ring. Thus, the newly designed ligand could not only promote the radical cross-coupling process in the tridentate form but also deliver enantiocontrol over highly reactive alkyl radicals in the bidentate form. Facile follow-up transformations highlight its potential utility in the synthesis of various enantioenriched building blocks as well as in the late-stage functionalization for drug discovery.
Who reads Design of Hemilabile N,N,N-Ligands in Copper-Catalyzed Enantioconvergent Radical Cross-Coupling of Benzyl/Propargyl Halides with Alkenylboronate Esters?
It is typically read by researchers, students, and practitioners in Chemistry.
- Author
- Peng-Fei Wang; Jiao Yu; Kai-Xin Guo; Sheng-Peng Jiang; Ji-Jun Chen; Qiang-Shuai Gu; Ji-Ren Liu; Xin Hong; Zhong-Liang Li; Xin-Yuan Liu
- Publisher
- American Chemical Society (ACS)
- Published
- 2022
- Language
- EN
- Field
- Chemistry (Physical Sciences)