Related Experiment Video
Updated: Jul 15, 2025

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
Published on: November 9, 2019
Metal-Catalyzed Enantioconvergent Transformations.
Miguel Yus1, Carmen Nájera1, Francisco Foubelo1,2
1Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universidad de Alicante, Apdo. 99, E-03080 Alicante, Spain.
Enantioconvergent catalysis transforms racemic mixtures into single enantiomers using transition-metal catalysis. This review highlights recent advances in asymmetric synthesis, including cross-coupling and C-H functionalization methods.
Area of Science:
- Organic Chemistry
- Catalysis
- Asymmetric Synthesis
Background:
- Enantioconvergent catalysis is crucial for synthesizing single enantiomers from racemic compounds.
- Asymmetric synthesis aims to produce enantiomerically pure compounds, vital in pharmaceuticals and materials science.
Purpose of the Study:
- To review recent advancements in enantioconvergent catalysis.
- To cover transition-metal-catalyzed transformations for asymmetric synthesis.
Main Methods:
- Radical-based cross-coupling of racemic alkyl electrophiles and nucleophiles.
- Reductive cross-coupling of electrophiles using Ni/bis(oxazoline) catalysis.
- Enantioconvergent C-H functionalization of racemic substrates.
Main Results:
- Demonstrated enantioconvergent radical-based cross-coupling and reductive cross-coupling reactions.
- Showcased enantioconvergent C-H functionalization strategies.
- Highlighted hydroalkylation, hydrogen autotransfer, and other metal-catalyzed reactions like additions and hydroxylations.
Conclusions:
- Enantioconvergent catalysis offers powerful tools for asymmetric synthesis.
- Recent advances provide diverse methodologies for accessing single enantiomers from racemic starting materials.
Related Concept Videos
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Sharpless Epoxidation
Acid-Catalyzed α-Halogenation of Aldehydes and Ketones
In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic halogen to form a...
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Stereochemical Effects of Enolization
Stereoisomerism
Isomers are different chemical species that have the same chemical formula.
Transition metal complexes often exist as geometric isomers, in which the same atoms are connected through the same types of bonds but with differences in their orientation in space. Coordination complexes with two different ligands in the cis and trans positions from a ligand of interest form isomers. For example, the octahedral [Co(NH3)4Cl2]+ ion has two isomers (Figure 1) In the cis...

