Ni- and Pd-Catalyzed Enantioselective 1,2-Dicarbofunctionalization of Alkenes

Abstract

AbstractCatalytic enantioselective 1,2-dicarbofunctionalization (1,2-DCF) of alkenes is a powerful transformation of growing importance in organic synthesis for constructing chiral building blocks, bioactive molecules, and agrochemicals. Both in a two- and three-component context, this family of reactions generates densely functionalized, structurally complex products in a single step. Across several distinct mechanistic pathways at play in these transformations with nickel or palladium catalysts, stereocontrol can be obtained through tailored chiral ligands. In this Review we discuss the various strategies, mechanisms, and catalysts that have been applied to achieve enantioinduction in alkene 1,2-DCF.1 Introduction2 Two-Component Enantioselective 1,2-DCF via Migratory Insertion3 Two-Component Enantioselective 1,2-DCF via Radical Capture4 Three-Component Enantioselective 1,2-DCF via Radical Capture5 Three-Component Enantioselective 1,2-DCF via Migratory Insertion6 Miscellaneous Mechanisms7 Conclusion