Abstract
Catalytic 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 Introduction
2 Two-Component Enantioselective 1,2-DCF via Migratory Insertion
3 Two-Component Enantioselective 1,2-DCF via Radical Capture
4 Three-Component Enantioselective 1,2-DCF via Radical Capture
5 Three-Component Enantioselective 1,2-DCF via Migratory Insertion
6 Miscellaneous Mechanisms
7 Conclusion
Key words
alkenes - cross-coupling - dicarbofunctionalization - enantioselectivity - nickel
- palladium