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The Sharpless epoxidation's success is due to five major reasons.
Third, the products of the Sharpless epoxidation frequently have enantiomeric excesses above 90%.
Finally, the reactants for the Sharpless epoxidation are commercially available and relatively cheap.
Second, the Sharpless epoxidation reacts with many primary and secondary allylic alcohols.
The Sharpless epoxidation is viable with a large range of primary and secondary olefinic alcohols.
The chirality of the product of a Sharpless epoxidation can be predicted using the following mnemonic.
Titanium isopropoxide is used for Sharpless epoxidation.
Initially, the approach depends upon an enantioselective Sharpless epoxidation, which sets the stereochemistry at C20.
The Sharpless epoxidation can also give kinetic resolution of a racemic mixture of secondary 2,3-epoxyalcohols.
An example of a positive non-linear effect is observed in the case of Sharpless epoxidation with the substrate geraniol.
The Sharpless epoxidation has been used for the total synthesis of various carbohydrates, terpenes, leukotrienes, pheromones, and antibiotics.
It is complementary to the Sharpless epoxidation (used to form epoxides from the double bond in allylic alcohols).
Nobel-prize winning examples are the Sharpless epoxidation and the Sharpless dihydroxylation.
The Sharpless epoxidation reaction is an enantioselective chemical reaction to prepare 2,3-epoxyalcohols from primary and secondary allylic alcohols.
Titanium isopropoxide is a component of the Sharpless epoxidation, a method for the synthesis of chiral epoxides.
Its main application is in Sharpless epoxidation, where it serves as a chiral ligand to titanium after reaction with titanium isopropoxide.
In the Sharpless epoxidation, diethyl tartrate and titanium isopropoxide form a chiral catalyst in situ.
Tert-butyl hydroperoxide is a common oxidant in the Sharpless epoxidation, which is used for the stereoselective synthesis of epoxides.
Hydroperoxides are also employed in catalytic enantioselective epoxidations, such as the Sharpless epoxidation and the Jacobsen epoxidation.
The Sharpless epoxidation is an example of an enantioselective process, in which an achiral allylic alcohol substrate is transformed into an optically active epoxyalcohol.
Fourth, the products of the Sharpless epoxidation are predictable using the Sharpless Epoxidation model.
The nucleophilic epoxidation is naturally complementary in scope to electrophilic epoxidations such as the Sharpless epoxidation and Jacobsen epoxidation.
Oxidation of epoxy alcohols generated via Sharpless epoxidation is a third method for the enantioselective synthesis of chiral α,β-epoxy carbonyl compounds.
The Sharpless epoxidation, developed by K. Barry Sharpless in 1980, has been utilized for the kinetic resolution of a racemic mixture of allylic alcohols.
Prior to its development, catalysts for the asymmetric epoxidation of alkenes required the substrate to have a directing functional group, such as an alcohol as seen in the Sharpless epoxidation.