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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.
Although the most commonly used asymmetric epoxidation methods (the Sharpless-Katsuki, [2] and Jacobsen [3] epoxidations) rely on the catalytic reactivity of electrophilic oxidants, nucleophilic oxygen sources substituted with a suitable leaving group can also act as epoxidation reagents.
Jacobsen's catalyst is the common name for N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride, a coordination compound of manganese and a salen-type ligand. It is used as an asymmetric catalyst in the Jacobsen epoxidation , which is renowned for its ability to enantioselectively transform prochiral alkenes ...
It is advised to check the references for photos of reaction results. [1] Reagent testers might show the colour of the desired substance while not showing a different colour for a more dangerous additive. [ 2 ]
The Sharpless epoxidation is viable with a large range of primary and secondary alkenic alcohols. Furthermore, with the exception noted above, a given dialkyl tartrate will preferentially add to the same face independent of the substitution on the alkene.To demonstrate the synthetic utility of the Sharpless epoxidation, the Sharpless group created synthetic intermediates of various natural ...
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Tsutomu Katsuki (September 23, 1946 – October 13, 2014) was an organic chemist who primarily focused on asymmetric oxidation reactions utilizing transition metal catalysts. [ 1 ] [ 2 ] Tsutomu Katsuki
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]