Recent Progress on Transition-Metal-Mediated Reductive C(sp3)-O Bond Radical Addition and Coupling Reactions

In this short review, we summarize the recent developments on thermo-driven C(sp(3))-O bond radical scission methods and their applications in the construction of C(sp(3))-C bonds via conjugate addition with activated double bonds and reductive coupling mediated by economic 3d metals, in particular nickel. We have arranged the review based on three approaches for C(sp(3))-O bond radical scission (vide infra). After generating the radical intermediates, their subsequent transformation into C(sp(3))-C bonds enabled by C(sp(3))-O cross-electro-phile coupling with carbon electrophiles is discussed in detail. 1 Introduction 2 Direct Single-Electron Transfer to a C(sp(3))-O Bond 3 Radical Scission of Activated C(sp(3))-O Bonds via Single-Electron Transfer to Protecting Groups 4 In Situ Activation of Alcohols 5 Summary and Outlook

Automated summary

This review summarizes the recent developments on thermo-driven C(sp(3))-O bond radical scission methods and their applications in constructing C(sp(3))-C bonds. The focus is on the generation and transformation of radical intermediates under different approaches.