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Others, however, insist that such a usage is an abuse of terminology, and limit the Michael addition to the formation of carbon–carbon bonds through the addition of carbon nucleophiles. The terms oxa-Michael reaction and aza-Michael reaction [2] have been used to refer to the 1,4-addition of oxygen and nitrogen nucleophiles, respectively. The ...
Robinson annulation is one notable example of a wider class of chemical transformations termed Tandem Michael-aldol reactions, that sequentially combine Michael addition and aldol reaction into a single reaction. As is the case with Robinson annulation, Michael addition usually happens first to tether the two reactants together, then aldol ...
To manufacture a polyaspartic ester, an amine is reacted with dialkyl maleate by the aza-Michael reaction. [8]Diethyl maleate is the usual maleate used. This converts the primary amines to secondary amines and also introduces bulky groups to the molecule which causes steric hindrance, slowing the reaction down.
The Stork enamine alkylation involves the addition of an enamine to a Michael acceptor (e.g., an α,β -unsaturated carbonyl compound) or another electrophilic alkylation reagent to give an alkylated iminium product, which is hydrolyzed by dilute aqueous acid to give the alkylated ketone or aldehyde. [1]
A nitroalkene, or nitro olefin, is a functional group combining the functionality of its constituent parts, an alkene and nitro group, while displaying its own chemical properties through alkene activation, making the functional group useful in specialty reactions such as the Michael reaction or Diels-Alder additions.
The vinylsulfone group reacts with the nucleophilic functional groups of the fibers by Michael addition to form a covalent ether bond: Reaction of vinyl sulfone compounds with hydroxyl groups of cellulose (HO-CELL) An unfavorable side reaction in the dyeing process is the conversion of the vinylsulfone group to the 2-(hydroxy)ethylsulfonyl ...
Arthur Michael is remembered today primarily for the Michael reaction, also called the Michael addition. As originally defined by Michael, the reaction involves the combination of an enolate ion of a ketone or aldehyde to an α,β-unsaturated carbonyl compound at the β carbon. [6] Michael was also well known in his day for incorporating ...
A combination of both an elimination and a Michael addition is seen in O-succinylhomoserine (thiol)-lyase (MetY or MetZ) which catalyses first the γ-elimination of O-succinylhomoserine (with succinate as a leaving group) and then the addition of sulfide to the vinyl intermediate, this reaction was first classified as a lyase (EC 4.2.99.9), but ...