Conjugate Addition Reactions to a-b-Unsaturated Carbonyls
For each of the reactions on the left, predict the major organic product. Pay particular attention to the regiochemistry and stereochemistry of the reaction.Click the mouse on the reactant molecule to view the answer;
click on the reagent to briefly review the reaction.
An enolizable carbon will lose a proton in the presence of the strong base, such as methoxide anion, to give an equilibrium enolate anion. Reaction of this with an a-b-unsaturated carbonyl compounds will add the enol to the b-position give the conjugate addition product.
An enolizable carbon will lose a proton in the presence of the strong base, such as methoxide anion, to give an equilibrium enolate anion. Reaction of this with an a-b-unsaturated carbonyl compounds will add the enol to the b-position give the conjugate addition product.
An enolizable carbon will lose a proton in the presence of the strong base, such as methoxide anion, to give an equilibrium enolate anion. Reaction of this with an a-b-unsaturated carbonyl compounds will add the enol to the b-position give the conjugate addition product.
An enolizable carbon will lose a proton in the presence of the strong base, such as methoxide anion, to give an equilibrium enolate anion. Reaction of this with an a-b-unsaturated carbonyl compounds will add the enol to the b-position give the conjugate addition product.
An enolizable carbon will lose a proton in the presence of the strong base, such as methoxide anion, to give an equilibrium enolate anion. Reaction of this with an a-b-unsaturated carbonyl compounds will add the enol to the b-position give the conjugate addition product.
An enolizable carbon will lose a proton in the presence of the strong base, such as methoxide anion, to give an equilibrium enolate anion. Reaction of this with an a-b-unsaturated carbonyl compounds will add the enol to the b-position give the conjugate addition product.
An enolizable carbon will lose a proton in the presence of the strong base, lithium diisopropylamide (LDA) to give an enolate anion. Reaction of this with benzeneselenyl bromide gives the intermediate organo-selenium compound. Work-up with peroxide leads to an elimination reaction, yielding the a-b-unsaturated compound. In this case, the enolizable carbon is adjacent to a nitrile.
