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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."
An enantioselective reaction is one in which one enantiomer is formed in preference to the other, in a reaction that creates an optically active product from an achiral starting material, using either a chiral catalyst, an enzyme or a chiral reagent. The degree of selectivity is measured by the enantiomeric excess.
This term has become very popular and commonly used in practice. But the appropriate expression is "enantioselective chromatography". [34] Chiral chromatography has advanced to turn into the most preferred technique for the determination of enantiomeric purity as well as separation of pure enantiomers both on analytical and preparative scale.
An autocatalytic reaction, a reaction in which the product acts as a catalyst for itself, serves as a model for homochirality. The asymmetric Soai reaction is commonly referred to as chemical plausibility for this pre-biotic hypothesis. In this system, an asymmetric amplification is observed during the process of autocatalytic catalysis.
Jacobsen's catalysts R = Alkyl, O-alkyl, O-trialkyl Best Jacobsen catalyst: R = t Bu Katsuki's catalysts R 1 = Aryl, substituted aryl R 2 = Aryl, Alkyl. The Jacobsen epoxidation, sometimes also referred to as Jacobsen-Katsuki epoxidation is a chemical reaction which allows enantioselective epoxidation of unfunctionalized alkyl- and aryl- substituted alkenes.
The first example of an enantioselective nitroaldol reaction was reported in 1992 using Shibasaki catalysts. [11] One of the most frequently employed methods for inducing enantio- or diastereoselectivity in the Henry reaction is the use of chiral metal catalysts, in which the nitro group and carbonyl oxygen coordinate to a metal that is bound ...
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The enantioselective oxidation of unsymmetrical thioethers to sulfoxides is a well established. [6] The common over the counter medication Esomeprazole (brandname: Nexium) involves such an asymmetric oxidation as its final step. [7] Even disulfides are susceptible to oxidation to chiral thiosulfinites. [8]