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Enantioselective synthesis, also called asymmetric synthesis, [1] is a form of chemical synthesis.It is defined by IUPAC as "a chemical reaction (or reaction sequence) in which one or more new elements of chirality are formed in a substrate molecule and which produces the stereoisomeric (enantiomeric or diastereomeric) products in unequal amounts."
It is applied in asymmetric synthesis. Asymmetric synthesis has become a much explored field due to the challenge of creating a compound with a single 3D structure. [1] Even more challenging is the ability to take a racemic mixture and have only one chiral product left after a reaction.
Chiral auxiliaries are incorporated into synthetic routes to control the absolute configuration of stereogenic centers. David A. Evans' synthesis of the macrolide cytovaricin, considered a classic, utilizes oxazolidinone chiral auxiliaries for one asymmetric alkylation reaction and four asymmetric aldol reactions, setting the absolute stereochemistry of nine stereocenters.
Asymmetric hydrogenation is a chemical reaction that adds two atoms of hydrogen to a target (substrate) molecule with three-dimensional spatial selectivity.Critically, this selectivity does not come from the target molecule itself, but from other reagents or catalysts present in the reaction.
Asymmetric induction describes the preferential formation in a chemical reaction of one enantiomer (enantioinduction) or diastereoisomer (diastereoinduction) 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.
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. [1]
Spontaneous absolute asymmetric synthesis is a chemical phenomenon that stochastically generates chirality based on autocatalysis and small fluctuations in the ratio of enantiomers present in a racemic mixture. [1] In certain reactions which initially do not contain chiral information, stochastically distributed enantiomeric excess can be ...
The addition of organometallic reagents to N-sulfinyl imines is the most reliable and versatile method for the asymmetric synthesis of amine derivatives. These building blocks have been employed in the asymmetric synthesis of numerous biologically active compounds.