Published as part of the Special Section on the Main Group Metal Chemistry Symposium
Abstract
Organomagnesium reagents are among the most important reagents in organic chemistry
because of their great utility in forming carbon–carbon bonds. Although most enantioselective
reactions using these organometallics involve transmetalation, the past decade has
witnessed impressive advances in direct chiral-ligand-mediated reactions of organomagnesiums. This short review presents
an overview of these achievements in enantioselective nucleophilic additions and substitutions.
1 Introduction
2 Enantioselective Nucleophilic Additions
2.1 Addition to C=O Bonds
2.2 Addition to C=N Bonds
2.3 Addition to C=C Bonds
3 Enantioselective Substitution Reactions
3.1 Sulfoxide–Magnesium Exchange
3.2 Desymmetrization via Anhydride Opening
3.3 Asymmetric Allylic Alkylation (AAA)
4 Conclusion
Key words
magnesium - Grignard reaction - asymmetric synthesis - enantioselectivity - ligands
