5. Propose an efficient synthesis using Diels-Alder chemistry of the following compound using reagents of no more than four carbons. Show all neutral intermediate structures.
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![5. Propose an efficient synthesis using Diels-Alder chemistry of the following compound using
reagents of no more than four carbons. Show all neutral intermediate structures.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F82a55757-d2b3-426e-a054-70e5fa89af6d%2Fb57cba63-21e3-411a-b99c-2c733b6f4278%2Ffv9cbc_processed.png&w=3840&q=75)
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- 3) How would you form the following molecule using a Diels-Alder reaction?Alec wanted to prepare to diene B to use in a subsequent Diels-Alder reaction. He thought he could prepare it via the reaction shown below. However, treatment of the diol (A) with acid yield either ketone (C) as the major product. H,SO, HO IPh Нeat Ph Ph OH B C a. Give a detail account of how you would determine whether product of the reaction was B or C. Assume that the only method available to you is FT-IR. You must give values for all features of all spectra. b. Provide a detail mechanism as to how compound B and C are formed under the reaction conditions. ..6) The Diels-Alder reaction of anthracene (which is achiral) and maleic anhydride (also achiral) results in the formation of an achiral product. This is not always the case (where two achiral reactants form an achiral product). a) Propose a Diels-Alder reaction where two achiral starting materials result in the formation of a chiral product. b) Would this chiral product be a single enantiomer or a racemic mixture?
- Compounds P and Q can undergo a Diels-Alder reaction to form two regioisomeric products R and S as shown in Figure 5. OMe O C8H12O2 R C8H12O2 S Figure 5 Draw the chemical structures of regioisomeric compounds R and S. Using possible resonance contributors of P and Q predict which of the two regioisomers will be favoured in the reaction. Using curly arrows, draw the mechanism for the reaction of P and Q to form the dominant regioisomer you have predicted in your answer to part (ii) above.2) A Diels-Alder reaction yields the following compound. Please write the structure of diene and dienophile, and synthesize the dienophile from a starting material with no more than four carbon. "CO₂EtPredict products of each Diels-Alder reaction (including stereochemistry)
- The following triene undergoes an intramolecular Diels-Alder reaction to give a bicyclic product. Propose a structural formula for the product. Account for the observation that the Diels-Alder reaction given in this problem takes place under milder conditions (at lower temperature) than the analogous Diels-Alder reaction shown in Problem 20.34.A) Write the mechanism and predict the products for the following reaction. Label each product as the thermodynamic product or the kinetic product. Write a few sentences explaining which product would predominate at low temperature and which would predominate at high temperature and explain the reason for this result. HBr ABd B) Choose reagents that would give the following product in a Diels-Alder reaction: C) Predict the major and minor product for the following Diels-Alder reaction:Of the three 1,4-diphenyl-1,3-butadiene isomers (E,E or E,Z or Z,Z) indicate the most suitable diene that can be used as a reactant in a Diels-Alder reaction. Explain your choice.
- Is the following true or false? To catalyse a Diels-Alder reaction a common approach involves the use of a Lewis acid capable of lowering the LUMO of the dienophile.Predict the product and then show mechanism. (Diels-alder reaction)Draw the reactants that would react to form this cyclohexene derivative in Diels-Alder reaction. Include any relevant stereochemical configurations. Show your work.
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