Search results
Results from the WOW.Com Content Network
An illustrative example is the epoxidation of trans-2-butene with m-CPBA to give trans-2,3-epoxybutane: [4] The oxygen atom that adds across the double bond of the alkene is taken from the peroxy acid, generating a molecule of the corresponding carboxylic acid as a byproduct.
meta-Chloroperoxybenzoic acid (mCPBA or mCPBA) is a peroxycarboxylic acid. It is a white solid often used widely as an oxidant in organic synthesis. mCPBA is often preferred to other peroxy acids because of its relative ease of handling. [1] mCPBA is a strong oxidizing agent that may cause fire upon contact with flammable material. [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 ...
The most common use of organic peroxy acids is for the conversion of alkenes to epoxides, the Prilezhaev reaction. Formation of an epoxide from an alkene and a peroxycarboxylic acid. Another common reaction is conversion of cyclic ketones to the ring-expanded esters using peracids in a Baeyer-Villiger oxidation.
Although many different peroxyacids are used for the Baeyer–Villiger oxidation, some of the more common oxidants include meta-chloroperbenzoic acid (mCPBA) and trifluoroperacetic acid (TFPAA). [2] The general trend is that higher reactivity is correlated with lower pK a (i.e.: stronger acidity) of the corresponding carboxylic acid (or alcohol ...
Oxidation of epoxy alcohols generated via Sharpless epoxidation is a third method for the enantioselective synthesis of chiral α,β-epoxy carbonyl compounds. [30] Swern and Parikh-Doering conditions are most commonly applied to accomplish these oxidations. (14)
A Connecticut boy is among four children all born with severe childhood blindness who gained “life-changing improvements” to their vision after an experimental trial of gene therapy. Jace was ...
The silyl enol ether was then treated with excess mCPBA to facilitate a “double” Rubottom oxidation to give the exo product with both hydroxyl groups on the outside of the fused ring system. This dihydroxy product was then transformed into Velutinol A in three additional steps.