Transition-Metal-Catalyzed C(sp3)–C(sp3) Cross-Coupling to Construct All-Carbon Quaternary Carbon Centers
Qiao Zhang
a
Frontiers Science Center for New Organic Matter, State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, P. R. of China
b
Haihe Laboratory of Sustainable Chemical Transformations, Tianjin 300192, P. R. of China
a
Frontiers Science Center for New Organic Matter, State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, P. R. of China
b
Haihe Laboratory of Sustainable Chemical Transformations, Tianjin 300192, P. R. of China
› InstitutsangabenWe thank the National Key R & D Program of China (2021YFA1500200), National Natural Science Foundation of China (22301230, 92256301, 92156006, 22221002), the Fundamental Research Funds for the Central Universities, and New Corner-Stone Science Foundation through the XPLORER PRIZE for financial support.
Transition-metal-catalyzed C(sp³)–C(sp³) cross-coupling reactions represent a powerful strategy for constructing all-carbon quaternary centers. However, these reactions remain challenging due to significant steric hindrance effects and the propensity for side reactions such as elimination and isomerization. This review provides a comprehensive summary of the progress made over the past few decades in the construction of all-carbon quaternary centers, with a focus on coupling reactions involving tertiary C(sp³) and primary/secondary C(sp³) centers [as the cross-coupling of two tertiary C(sp³) centers remains unsuccessful]. The discussion is organized around reaction conditions, substrate scope, and reaction mechanisms, and a brief overview of transformations based on these coupling reactions is also presented.
18b
Zhang Q,
Zhu S.-F.
Iron-Catalyzed Carbon-Carbon Coupling Reaction. In C-C Cross Couplings with 3d Base Metal Catalysts, Chap. 3.
Wu X-F.
Springer; Berlin: 2023