The Robinson annulation involves two sequential reactions, a Michael addition and an aldol condensation, resulting in the formation of a cyclohexenone derivative.Draw the structure of the two neutral reactants required to form the product shown below.
The starting materials that are used for the formation of given product are pent-3-en-2-one and pentan-3-one.
Place the alpha carbon atom of the compound that becomes enolate next to the beta carbon atom of the alpha, beta unsaturated carbonyl compound. Then join the carbon atoms together as shown.
First the base removes the most acidic proton from the compound, pentan-3-one and forms an enolate ion. Now conjugate addition to the beta carbon of pent-3-en-2-one forms a new C-C bond and a resonance stabilized enolate followed by the protonation gives dicarbonyl compound. Next intramolecular aldol condensation takes place and forms the desired product.
The structures of two neutral reactants are as follows:
Draw the structure of the two neutral reactants required to form the product shown below.
The Robinson annulation involves two sequential reactions, a Michael addition and an aldol condensation, resulting in the formation of a cyclohexenone derivative. Draw the structure of the two neutral reactants required to form the product shown below.
The Robinson annulation involves two sequential reactions, a Michael addition and an aldol condensation, resulting in the formation of a cyclohexenone derivative. Draw the structure of the two neutral reactants required to form the product shown below.
5.) 5 the goldd reach Section 2 Pro 32. A B-keto ester is a product in which of the following reactions? A) Aldol condensation B) Claisen condensation C) Dieckmann condensation D) Robinson annulation E) Michael addition Section 17-13 33. An a,ß-unsaturated ketone is a product in which of the following reactions? A) Aldol condensation B) Claisen condensation C) Diekmann condensation D) Robinson annulation E) Michael addition Section 17-11 addition when mixed with base?
1. A Robinson annulation is a reaction that involves: (i) a Michael addition of an enolate onto an ,ß-unsaturated enone followed by (ii) an intramolecular aldol reaction. The molecule shown below (cyclohexenone X) can be made through two different Robinson annulation reactions. (A) Show the two different sets of starting materials (i.e. ketone 1 &a,p-unsaturated enone 1 and ketone 2 & a,B-unsaturated enone 2) for each Robinson annulation. Draw the reagents/reaction conditions. (B) Then pick one set and draw an...
please complete number 1 and 2 COMPLETELY The Robinson annulation is a classic example of what could be considered a paired reaction - that is a reaction that is made up of a sequence of two simpler reactions. In the case of the Robinson annulation, it is a Michael Addition followed by an intramolecular aldol. For the following Robinson annulation, go through the mechanism of the initial Michael addition and then look at how many different intramolecular aldol reactions could...
28. Which intermediate is not on the mechanistic pathway directly leading to the Robinson annulation product?: ONa ONa & Gare A. ONa 29. The Robinson annulation is best described as a(n): A. aldol followed by a conjugate addition B. Michael reaction followed by an aldol C. double aldol followed by an E1cb elimination D. alkylation, then aldol, then a Michael addition 30. Select the product for the reaction shown below: НО. KOH o ? T A. B. C. D.
Post-lab questions (1) In a Michael reaction, an α carbon attacks the β carbon of an α,β-unsaturated carbonyl com pound to afford a 1,5-dicarbonyl compound. Ethyl acetoacetate has two a carbons: why does the a carbon sandwiched between the two carbonyls conduct the attack? Ph Ph 0 Ph Michael OCH2CH3 5 OCH2CH3 OCH2CH 0 This forms... ...not this: Why? (2) In a Robinson annulation, an α,β-unsaturated carbonyl compound reacts with a carbonyl compound to afford a (new) cyclic α,β-unsaturated ketone...
10. Please Check 1 by 1 and read carefully. I would need a perfect score for this . Thanks Select the keyword or phrase that will best complete each sentence A Claisen reaction is a nucleophilic substitution in which an enolate is the nucleophile Key terms: Robinson annulation Aldol condensation: An aldol reaction in which the initially formed p hydroxyl carbonyl compound loses water by dehydration. Claisen reaction Aldol condensation Dieckmann reaction: An intramolecular Claisen reaction of a diester to...
1. The Robinson annulation is a classic example of what could be considered a paired reaction- that is a reaction that is made up of a sequence of two simpler reactions. In the case of the Robinson annulation, it is a Michael Addition followed by an intramolecular aldol. For the following Robinson annulation, go through the mechanism of the initial Michael addition and then look at how many different intramolecular aldol reactions could happen. Analyze each one in terms of...
how to approach these reactions? 08. The following molecules can be formed by either: Michael Reaction; Enamine Acylation; Acetoacetic Ester Synthesis; Michael Addition; Malonic Ester Synthesis; Robinson Annulation; Aldol Condensation; Claisen Condensation; Intramolecular Aldol Condensation; Dieckmann Condensation or a Combination of two of the above listed reaction. In each case write the proper of the reaction on the line and dissect the product into appropriate starting material. In some cases there might only be one starting material. You may use...