page_title: Kinetic resolution
section_title: Ring closing metathesis
hierarchical_section_title: Kinetic resolution / Reactions utilizing synthetic reagents / Ring closing metathesis
caption_attribution_description: English: Hoveyda Schrock ring closing metathesis kinetic resolution catalyst
context_page_description: In organic chemistry, kinetic resolution is a means of differentiating two enantiomers in a racemic mixture. In kinetic resolution, two enantiomers react with different reaction rates in a chemical reaction with a chiral catalyst or reagent, resulting in an enantioenriched sample of the less reactive enantiomer. As opposed to chiral resolution, kinetic resolution does not rely on different physical properties of diastereomeric products, but rather on the different chemical properties of the racemic starting materials. This enantiomeric excess of the unreacted starting material continually rises as more product is formed, reaching 100% just before full completion of the reaction. Kinetic resolution relies upon differences in reactivity between enantiomers or enantiomeric complexes. Kinetic resolution is a concept in organic chemistry and can be used for the preparation of chiral molecules in organic synthesis. Kinetic resolution reactions utilizing purely synthetic reagents and catalysts are much less common than the use of enzymatic kinetic resolution in application towards organic synthesis, although a number of useful synthetic techniques have been developed in the past 30 years.
context_section_description: Hoveyda and Schrock have developed a catalyst for ring-closing metathesis kinetic resolution of dienyl allylic alcohols. The molybdenum alkylidene catalyst selectively catalyzes one enantiomer to perform ring closing metathesis, resulting in an enantiopure alcohol, and an enantiopure closed ring, as shown below. The catalyst is most effective at resolving 1,6-dienes. However, slight structural changes in the substrate, such as increasing the inter-alkene distance to 1,7, can sometimes necessitate the use of a different catalyst, reducing the efficacy of this method.
caption: Hoveyda and Schrock's catalyst for ring closing metathesis kinetic resolution
exif: {}