Preferential formation of one chiral isomer over another in a chemical reaction
A Gibbs free energy plot of an enantioselective addition reaction. The effect of asymmetric induction is to lower the transition state energy for the formation of one enantiomer over the other
Asymmetric induction (also enantioinduction) describes the preferential formation in a chemical reaction of one enantiomer or diastereoisomer over the other as a result of the influence of a chiral feature present in the substrate, reagent, catalyst or environment.[1] Asymmetric induction is a key element in asymmetric synthesis.
Asymmetric induction was introduced by Hermann Emil Fischer based on his work on carbohydrates.[2] Several types of induction exist.
Internal asymmetric induction makes use of a chiral center bound to the reactive center through a covalent bond and remains so during the reaction. The starting material is often derived from chiral pool synthesis. In relayed asymmetric induction the chiral information is introduced in a separate step and removed again in a separate chemical reaction. Special synthons are called chiral auxiliaries. In external asymmetric induction chiral information is introduced in the transition state through a catalyst of chiral ligand. This method of asymmetric synthesis is economically most desirable.[clarification needed]
^IUPAC Gold Book definition Link
^Asymmetric Synthesis of Natural Products, Ari Koskinen ISBN 0-471-93848-3
and 23 Related for: Asymmetric induction information
reagent, catalyst or environment. Asymmetricinduction is a key element in asymmetric synthesis. Asymmetricinduction was introduced by Hermann Emil Fischer...
effect, change in electron density Asymmetricinduction, preferring one stereoisomer over another Grammar induction Inductive bias Inductive probability...
through interactions at the transition state. This biasing is known as asymmetricinduction and can involve chiral features in the substrate, reagent, catalyst...
carbonyl groups. The catalysts were found to afford high levels of asymmetricinduction in several processes, including the ene reaction of ethyl glyoxylate...
"Preparation of an Optically Active Prostaglandin Intermediate via AsymmetricInduction". J. Am. Chem. Soc. 97 (23): 6908–6909. doi:10.1021/ja00856a074....
Sharpless asymmetric dihydroxylation (also called the Sharpless bishydroxylation) is the chemical reaction of an alkene with osmium tetroxide in the presence...
2010. Other chiral additives can be used as the initial source of asymmetricinduction, with the major product of that first reaction being rapidly amplified...
Asymmetric hydrogenation is a chemical reaction that adds two atoms of hydrogen to a target (substrate) molecule with three-dimensional spatial selectivity...
chiral auxiliaries and chiral catalysts, and the application of asymmetricinduction. The use of enzymes (biocatalysis) may also produce the desired compound...
et al. (1981). "Asymmetric total synthesis of erythromcin. 1. Synthesis of an erythronolide A secoacid derivative via asymmetricinduction". J. Am. Chem...
(June 1981). "Asymmetric Total Synthesis of Erythromycin. 1. Synthesis of an Erythronolide A Seco Acid Derivative via AsymmetricInduction". Journal of...
potential application is its use as a temporary substituent promoting asymmetricinduction for example in this diastereoselective one-pot reaction involving...
transfer of an H2 molecule from the reductant to the substrate. Asymmetricinduction in transition metal catalyzed reactions is achieved through the use...
also played a large role in the establishment of the concept of asymmetricinduction and the ability to predict the stereochemistry of reactions controlled...
insertions are seen. Both inter- and intra-molecular insertions admit asymmetricinduction from a chiral metal catalyst. Carbenes can form adducts with nucleophiles...
Backward induction is the process of determining a sequence of optimal choices by reasoning from the end point of a problem or situation back to its beginning...
one enantiomer or diastereomer over the other is formally known as asymmetricinduction. In this kind of Lewis acid, the electron-accepting atom is typically...
Etter, Jeffrey B. (1987). "Lanthanides in organic synthesis. 8. 1.3-Asymmetricinduction in intramolecular Reformatskii-type reactions promoted by samarium...
realistic. In dynamic games, backward induction can be used to eliminate unrealistic Nash equilibria. Backward induction assumes that players are rational...
organolithium species can be obtained through asymmetric metalation of prochiral substrates. Asymmetricinduction requires the presence of a chiral ligand...
Global Information