In this video, we're going to discuss the most famous pericyclic reaction in organic chemistry and that's called the Diels-Alder reaction. The Diels-Alder reaction is a heat-catalyzed reversible pericyclic reaction between 2 different molecules that we're going to go into more depth on. Now the one thing in common between all Diels-Alder reactions is that they're always going to yield a 6-membered ring as their product. So you always know that you're going to create one new ring through the formation of a reaction. We need 2 components plus heat to make this happen. We're going to need 1, a 1,3-diene. 2, we're going to need a dienophile. Now I recognize that these are terms that you're probably not that familiar with, so let's really just dive into what that is. First of all, a 1,3-diene is pretty simple. It sounds like exactly what you're thinking. It's a diene that is at the 1 and the 3 position. Basically, another way to say it is that it just has to be a conjugated diene because if it's not 1,3, let's say that we used a 1,4-diene, then that would no longer be a conjugated diene. We would actually call that an isolated diene because now the double bonds wouldn't be next to each other. They would have a space in between. So you can't use a 1,4-diene. That's isolated. You need to use a conjugated diene. Let's look at some examples. This first one's pretty easy. That looks like a typical diene. You can have any other R groups. The important thing is that you at least have that 1,3-diene. Here you see that we actually have a cyclic in the middle. We have a cyclic 1,3-diene because one of them starts at the 1 and one of them starts at the 3. You might be wondering, Johnny, why are you using those specific atoms to count as 1,3? It doesn't matter where you start as long as you have diene starting basically 2 carbons away from each other. At the 1 and at the 3, you have 2 diene, 2 double bonds starting. So that's another diene. And then here we have another example of a 1,3-diene. So I'm just trying to show you guys how 1,3-dienes can come in all shapes and sizes. We're just caring about the fact that they're conjugated to each other. Now what's a dienophile? Well, by definition, the word phile means lover. So a dienophile would be a molecule that loves dienes. So dienophiles are actually really easy. All they are is that they are alkenes or alkynes. That's it. It's really that easy. A dienophile could just be a simple cyclohexene. Just having that double bond there is a dienophile. Now notice that this next molecule here has 2 double bonds. Which part of it do you think is the dienophile? Well, I said in the definition it has to be an alkene or an alkyne, So this is actually the dienophile, nothing else. The carbonyl doesn't count. Check this out. That's weird. Did I make a mistake? Did I drag the wrong molecule, the same molecule to this box? No, I didn't because it turns out that dienes have alkenes in them, right? So that means both of these double bonds can act as dienophiles. That means you can sometimes see dimerization taking place with these reactions where one molecule reacts as the diene and the other reacts as the dienophile and they react together to form a dimer or something that there's 2 of now attached to each other. That's something we're going to need to be aware of. Here's our last example. Triple bonds have pi bonds in them, so this can also be a dienophile. Pretty simple so far. We know that we need a diene, a 1,3-diene. We need a dienophile. We need heat because I told you it's a heat-catalyzed reaction. But it turns out there's few more technicalities you have to go over before you're ready to draw these. So one is that your 1,3-diene has to be in a certain shape. You can't just use any one 1,3-diene. The 1,3-diene has for the mechanism to work, you're going to need to have your 1,3-diene rotated into what's called the S-cis or sigma-cis conformation. Now remember from organic chemistry 1 that sigma bonds are able to freely rotate as much as they want. Meaning that just because it's in that position now doesn't mean it will always stay there. We have to make sure that at least it's able to rotate into the S-cis conformation momentarily. Why? Because if you were to draw a dotted line along the single bond or the sigma bond, what you would find is that your R groups are on opposite sides. That's what we call S-trans because your sigma bond is rotated in such a way that they're on opposite sides. Now if we were to rotate that sigma bond, what we would find is that now when we draw that same line, now they're on the same side. This is what we would call S-cis. This is the way we need it to be rotated. This would be a big no-no. You can't start off like that. In order to begin your Diels-Alder reaction, you must rotate it first into the S-cis and then you can proceed. Not that bad. Now let's look at the general mechanism. The general mechanism is going to be an S-cis diene. Specifically, S-cis 1, let's get it right, 1,3-diene, right? With a dienophile. Remember I told you guys that a dienophile can be any alkene or alkyne. This molecule right here is a perfect dienophile because it's just got that double bond. The cyclization reaction is a 3-membered or 3-arrow reaction where you would get the dienophile initiating because remember it's like the lover of the diene. It just wants to attack it. So I would go ahead and I would attack one of the edges. But if I make a bond, I have to break a bond because I'm in violation of an octet if I don't. So then this double bond is going to make a new double bond here. Once again, make a bond, break a bond. I'm going to need to break that last diene, so this one comes over and attaches to the other side of the double bond. This is going to form 2 new sigma bonds. This forms a new single bond here and this forms a new single bond here and then this arrow that's going in between the dienes forms a new pi bond here. Our final product has 2 new bonds and a double bond. As you can see, I now have a 6-membered cyclic product. Cool so far? That's the general mechanism. Now, there are a lot you could get a problem that's just that easy. But Diels-Alder can get a little bit more complicated as I'll show you guys. Now I'm going to start layering on the complications. The first of which being, it's pretty straightforward, that the stereochemistry of all substituents must be retained. You have to identify the stereochemistry of your dienophile and your diene so that when you react this together and make a ring, that the stereochemistry is preserved. Check out this first Diels-Alder. We have a 1,3-diene and a dienophile. But notice that my R groups on this dienophile are in a cis position. This would be a cis alkene. Remember, double bonds don't twist, so it's always going to be cis. It can't be trans. The way we can tell it's cis is if we were to draw that dotted line or fence that I like to use. They're both on one side of it. Well, when we react this product, we're going to we're going to draw our arrows. When we react this product, you need to make sure that your R groups remain cis to each other. They have to remain on the same side of the ring. Now did I have to face them up? No. I could've also faced them down. The important part is that they're both facing the same exact direction. It wouldn't make sense if I put 1 R up and 1 R down because that would look like trans and that's not what I began with, right? Awesome. That's pretty straightforward. In the same way, if I began with a trans double bond, as you can see this one's different, then I'm going to get a pair of enantiomers because I'm just going to take myself out of the screen because as you can see, now I'm going to get trans products but there's 2 different ways that those trans products could orient each other. I could get R1 in the front, but I could also get R2 in the front just depending on how the attack works. In this case, I would have to draw a pair of enantiomers because I have 2 different trans products that are possible. This is just really basic stuff that you have to make sure you get right. And make sure you pay attention to the stereochemistry in order to get the full credit for this question. Okay? So pretty easy so far. But that's not it. There's a few more complications with Diels-Alder. So let's go ahead and move on to a few more concepts.
- 1. A Review of General Chemistry5h 5m
- Summary23m
- Intro to Organic Chemistry5m
- Atomic Structure16m
- Wave Function9m
- Molecular Orbitals17m
- Sigma and Pi Bonds9m
- Octet Rule12m
- Bonding Preferences12m
- Formal Charges6m
- Skeletal Structure14m
- Lewis Structure20m
- Condensed Structural Formula15m
- Degrees of Unsaturation15m
- Constitutional Isomers14m
- Resonance Structures46m
- Hybridization23m
- Molecular Geometry16m
- Electronegativity22m
- 2. Molecular Representations1h 14m
- 3. Acids and Bases2h 46m
- 4. Alkanes and Cycloalkanes4h 19m
- IUPAC Naming29m
- Alkyl Groups13m
- Naming Cycloalkanes10m
- Naming Bicyclic Compounds10m
- Naming Alkyl Halides7m
- Naming Alkenes3m
- Naming Alcohols8m
- Naming Amines15m
- Cis vs Trans21m
- Conformational Isomers13m
- Newman Projections14m
- Drawing Newman Projections16m
- Barrier To Rotation7m
- Ring Strain8m
- Axial vs Equatorial7m
- Cis vs Trans Conformations4m
- Equatorial Preference14m
- Chair Flip9m
- Calculating Energy Difference Between Chair Conformations17m
- A-Values17m
- Decalin7m
- 5. Chirality3h 39m
- Constitutional Isomers vs. Stereoisomers9m
- Chirality12m
- Test 1:Plane of Symmetry7m
- Test 2:Stereocenter Test17m
- R and S Configuration43m
- Enantiomers vs. Diastereomers13m
- Atropisomers9m
- Meso Compound12m
- Test 3:Disubstituted Cycloalkanes13m
- What is the Relationship Between Isomers?16m
- Fischer Projection10m
- R and S of Fischer Projections7m
- Optical Activity5m
- Enantiomeric Excess20m
- Calculations with Enantiomeric Percentages11m
- Non-Carbon Chiral Centers8m
- 6. Thermodynamics and Kinetics1h 22m
- 7. Substitution Reactions1h 48m
- 8. Elimination Reactions2h 30m
- 9. Alkenes and Alkynes2h 9m
- 10. Addition Reactions3h 18m
- Addition Reaction6m
- Markovnikov5m
- Hydrohalogenation6m
- Acid-Catalyzed Hydration17m
- Oxymercuration15m
- Hydroboration26m
- Hydrogenation6m
- Halogenation6m
- Halohydrin12m
- Carbene12m
- Epoxidation8m
- Epoxide Reactions9m
- Dihydroxylation8m
- Ozonolysis7m
- Ozonolysis Full Mechanism24m
- Oxidative Cleavage3m
- Alkyne Oxidative Cleavage6m
- Alkyne Hydrohalogenation3m
- Alkyne Halogenation2m
- Alkyne Hydration6m
- Alkyne Hydroboration2m
- 11. Radical Reactions1h 58m
- 12. Alcohols, Ethers, Epoxides and Thiols2h 42m
- Alcohol Nomenclature4m
- Naming Ethers6m
- Naming Epoxides18m
- Naming Thiols11m
- Alcohol Synthesis7m
- Leaving Group Conversions - Using HX11m
- Leaving Group Conversions - SOCl2 and PBr313m
- Leaving Group Conversions - Sulfonyl Chlorides7m
- Leaving Group Conversions Summary4m
- Williamson Ether Synthesis3m
- Making Ethers - Alkoxymercuration4m
- Making Ethers - Alcohol Condensation4m
- Making Ethers - Acid-Catalyzed Alkoxylation4m
- Making Ethers - Cumulative Practice10m
- Ether Cleavage8m
- Alcohol Protecting Groups3m
- t-Butyl Ether Protecting Groups5m
- Silyl Ether Protecting Groups10m
- Sharpless Epoxidation9m
- Thiol Reactions6m
- Sulfide Oxidation4m
- 13. Alcohols and Carbonyl Compounds2h 17m
- 14. Synthetic Techniques1h 26m
- 15. Analytical Techniques:IR, NMR, Mass Spect6h 50m
- Purpose of Analytical Techniques5m
- Infrared Spectroscopy16m
- Infrared Spectroscopy Table31m
- IR Spect:Drawing Spectra40m
- IR Spect:Extra Practice26m
- NMR Spectroscopy10m
- 1H NMR:Number of Signals26m
- 1H NMR:Q-Test26m
- 1H NMR:E/Z Diastereoisomerism8m
- H NMR Table21m
- 1H NMR:Spin-Splitting (N + 1) Rule17m
- 1H NMR:Spin-Splitting Simple Tree Diagrams11m
- 1H NMR:Spin-Splitting Complex Tree Diagrams8m
- 1H NMR:Spin-Splitting Patterns8m
- NMR Integration18m
- NMR Practice14m
- Carbon NMR4m
- Structure Determination without Mass Spect47m
- Mass Spectrometry12m
- Mass Spect:Fragmentation28m
- Mass Spect:Isotopes27m
- 16. Conjugated Systems6h 13m
- Conjugation Chemistry13m
- Stability of Conjugated Intermediates4m
- Allylic Halogenation12m
- Reactions at the Allylic Position39m
- Conjugated Hydrohalogenation (1,2 vs 1,4 addition)26m
- Diels-Alder Reaction9m
- Diels-Alder Forming Bridged Products11m
- Diels-Alder Retrosynthesis8m
- Molecular Orbital Theory9m
- Drawing Atomic Orbitals6m
- Drawing Molecular Orbitals17m
- HOMO LUMO4m
- Orbital Diagram:3-atoms- Allylic Ions13m
- Orbital Diagram:4-atoms- 1,3-butadiene11m
- Orbital Diagram:5-atoms- Allylic Ions10m
- Orbital Diagram:6-atoms- 1,3,5-hexatriene13m
- Orbital Diagram:Excited States4m
- Pericyclic Reaction10m
- Thermal Cycloaddition Reactions26m
- Photochemical Cycloaddition Reactions26m
- Thermal Electrocyclic Reactions14m
- Photochemical Electrocyclic Reactions10m
- Cumulative Electrocyclic Problems25m
- Sigmatropic Rearrangement17m
- Cope Rearrangement9m
- Claisen Rearrangement15m
- 17. Ultraviolet Spectroscopy51m
- 18. Aromaticity2h 31m
- 19. Reactions of Aromatics: EAS and Beyond5h 1m
- Electrophilic Aromatic Substitution9m
- Benzene Reactions11m
- EAS:Halogenation Mechanism6m
- EAS:Nitration Mechanism9m
- EAS:Friedel-Crafts Alkylation Mechanism6m
- EAS:Friedel-Crafts Acylation Mechanism5m
- EAS:Any Carbocation Mechanism7m
- Electron Withdrawing Groups22m
- EAS:Ortho vs. Para Positions4m
- Acylation of Aniline9m
- Limitations of Friedel-Crafts Alkyation19m
- Advantages of Friedel-Crafts Acylation6m
- Blocking Groups - Sulfonic Acid12m
- EAS:Synergistic and Competitive Groups13m
- Side-Chain Halogenation6m
- Side-Chain Oxidation4m
- Reactions at Benzylic Positions31m
- Birch Reduction10m
- EAS:Sequence Groups4m
- EAS:Retrosynthesis29m
- Diazo Replacement Reactions6m
- Diazo Sequence Groups5m
- Diazo Retrosynthesis13m
- Nucleophilic Aromatic Substitution28m
- Benzyne16m
- 20. Phenols55m
- 21. Aldehydes and Ketones: Nucleophilic Addition4h 56m
- Naming Aldehydes8m
- Naming Ketones7m
- Oxidizing and Reducing Agents9m
- Oxidation of Alcohols28m
- Ozonolysis7m
- DIBAL5m
- Alkyne Hydration9m
- Nucleophilic Addition8m
- Cyanohydrin11m
- Organometallics on Ketones19m
- Overview of Nucleophilic Addition of Solvents13m
- Hydrates6m
- Hemiacetal9m
- Acetal12m
- Acetal Protecting Group16m
- Thioacetal6m
- Imine vs Enamine15m
- Addition of Amine Derivatives5m
- Wolff Kishner Reduction7m
- Baeyer-Villiger Oxidation39m
- Acid Chloride to Ketone7m
- Nitrile to Ketone9m
- Wittig Reaction18m
- Ketone and Aldehyde Synthesis Reactions14m
- 22. Carboxylic Acid Derivatives: NAS2h 51m
- Carboxylic Acid Derivatives7m
- Naming Carboxylic Acids9m
- Diacid Nomenclature6m
- Naming Esters5m
- Naming Nitriles3m
- Acid Chloride Nomenclature5m
- Naming Anhydrides7m
- Naming Amides5m
- Nucleophilic Acyl Substitution18m
- Carboxylic Acid to Acid Chloride6m
- Fischer Esterification5m
- Acid-Catalyzed Ester Hydrolysis4m
- Saponification3m
- Transesterification5m
- Lactones, Lactams and Cyclization Reactions10m
- Carboxylation5m
- Decarboxylation Mechanism14m
- Review of Nitriles46m
- 23. The Chemistry of Thioesters, Phophate Ester and Phosphate Anhydrides1h 10m
- 24. Enolate Chemistry: Reactions at the Alpha-Carbon1h 53m
- Tautomerization9m
- Tautomers of Dicarbonyl Compounds6m
- Enolate4m
- Acid-Catalyzed Alpha-Halogentation4m
- Base-Catalyzed Alpha-Halogentation3m
- Haloform Reaction8m
- Hell-Volhard-Zelinski Reaction3m
- Overview of Alpha-Alkylations and Acylations5m
- Enolate Alkylation and Acylation12m
- Enamine Alkylation and Acylation16m
- Beta-Dicarbonyl Synthesis Pathway7m
- Acetoacetic Ester Synthesis13m
- Malonic Ester Synthesis15m
- 25. Condensation Chemistry2h 9m
- 26. Amines1h 43m
- 27. Heterocycles2h 0m
- Nomenclature of Heterocycles15m
- Acid-Base Properties of Nitrogen Heterocycles10m
- Reactions of Pyrrole, Furan, and Thiophene13m
- Directing Effects in Substituted Pyrroles, Furans, and Thiophenes16m
- Addition Reactions of Furan8m
- EAS Reactions of Pyridine17m
- SNAr Reactions of Pyridine18m
- Side-Chain Reactions of Substituted Pyridines20m
- 28. Carbohydrates5h 53m
- Monosaccharide20m
- Monosaccharides - D and L Isomerism9m
- Monosaccharides - Drawing Fischer Projections18m
- Monosaccharides - Common Structures6m
- Monosaccharides - Forming Cyclic Hemiacetals12m
- Monosaccharides - Cyclization18m
- Monosaccharides - Haworth Projections13m
- Mutarotation11m
- Epimerization9m
- Monosaccharides - Aldose-Ketose Rearrangement8m
- Monosaccharides - Alkylation10m
- Monosaccharides - Acylation7m
- Glycoside6m
- Monosaccharides - N-Glycosides18m
- Monosaccharides - Reduction (Alditols)12m
- Monosaccharides - Weak Oxidation (Aldonic Acid)7m
- Reducing Sugars23m
- Monosaccharides - Strong Oxidation (Aldaric Acid)11m
- Monosaccharides - Oxidative Cleavage27m
- Monosaccharides - Osazones10m
- Monosaccharides - Kiliani-Fischer23m
- Monosaccharides - Wohl Degradation12m
- Monosaccharides - Ruff Degradation12m
- Disaccharide30m
- Polysaccharide11m
- 29. Amino Acids3h 20m
- Proteins and Amino Acids19m
- L and D Amino Acids14m
- Polar Amino Acids14m
- Amino Acid Chart18m
- Acid-Base Properties of Amino Acids33m
- Isoelectric Point14m
- Amino Acid Synthesis: HVZ Method12m
- Synthesis of Amino Acids: Acetamidomalonic Ester Synthesis16m
- Synthesis of Amino Acids: N-Phthalimidomalonic Ester Synthesis13m
- Synthesis of Amino Acids: Strecker Synthesis13m
- Reactions of Amino Acids: Esterification7m
- Reactions of Amino Acids: Acylation3m
- Reactions of Amino Acids: Hydrogenolysis6m
- Reactions of Amino Acids: Ninhydrin Test11m
- 30. Peptides and Proteins2h 42m
- Peptides12m
- Primary Protein Structure4m
- Secondary Protein Structure17m
- Tertiary Protein Structure11m
- Disulfide Bonds17m
- Quaternary Protein Structure10m
- Summary of Protein Structure7m
- Intro to Peptide Sequencing2m
- Peptide Sequencing: Partial Hydrolysis25m
- Peptide Sequencing: Partial Hydrolysis with Cyanogen Bromide7m
- Peptide Sequencing: Edman Degradation28m
- Merrifield Solid-Phase Peptide Synthesis18m
- 32. Lipids 2h 50m
- 34. Nucleic Acids1h 32m
- 35. Transition Metals5h 33m
- Electron Configuration of Elements45m
- Coordination Complexes20m
- Ligands24m
- Electron Counting10m
- The 18 and 16 Electron Rule13m
- Cross-Coupling General Reactions40m
- Heck Reaction40m
- Stille Reaction13m
- Suzuki Reaction25m
- Sonogashira Coupling Reaction17m
- Fukuyama Coupling Reaction15m
- Kumada Coupling Reaction13m
- Negishi Coupling Reaction16m
- Buchwald-Hartwig Amination Reaction19m
- Eglinton Reaction17m
Diels-Alder Reaction - Online Tutor, Practice Problems & Exam Prep
The Diels-Alder reaction is a key pericyclic reaction in organic chemistry, producing a six-membered ring from a conjugated 1,3-diene and a dienophile, typically an alkene or alkyne, under heat. The diene must adopt the s-cis conformation for the reaction to proceed. Stereochemistry is crucial; substituents on the dienophile must retain their configuration in the product. This reaction exemplifies concerted mechanisms, where bonds are formed and broken simultaneously, leading to new sigma and pi bonds in the cyclic product.
The Diels-Alder reaction is a heat-catalyzed, reversible pericylic reaction between a conjugated 1,3-diene and a dienophile.
General Features
Video transcript
Do you want more practice?
More setsHere’s what students ask on this topic:
What is the Diels-Alder reaction and why is it important in organic chemistry?
The Diels-Alder reaction is a pericyclic reaction that forms a six-membered ring by reacting a conjugated 1,3-diene with a dienophile (typically an alkene or alkyne) under heat. This reaction is crucial in organic chemistry because it allows for the efficient synthesis of complex cyclic structures, which are common in natural products and pharmaceuticals. The reaction proceeds via a concerted mechanism, meaning bonds are formed and broken simultaneously, leading to new sigma and pi bonds in the cyclic product. Its ability to form stereospecific products makes it a valuable tool for chemists.
What are the key components required for a Diels-Alder reaction?
The key components required for a Diels-Alder reaction are a conjugated 1,3-diene and a dienophile. The diene must be in the s-cis conformation for the reaction to proceed. The dienophile is typically an alkene or alkyne. Additionally, heat is required to catalyze the reaction. The reaction results in the formation of a six-membered ring, with the stereochemistry of substituents on the dienophile being retained in the product.
How does the stereochemistry of the dienophile affect the Diels-Alder reaction product?
The stereochemistry of the dienophile is crucial in the Diels-Alder reaction because it is retained in the product. If the dienophile has cis substituents, the resulting six-membered ring will also have those substituents in a cis configuration. Conversely, if the dienophile has trans substituents, the product will have those substituents in a trans configuration. This retention of stereochemistry is important for the synthesis of specific stereoisomers, which can have different chemical and biological properties.
What is the role of the s-cis conformation in the Diels-Alder reaction?
The s-cis conformation of the 1,3-diene is essential for the Diels-Alder reaction to occur. In this conformation, the diene's double bonds are positioned such that they can effectively overlap with the dienophile's π system, facilitating the concerted mechanism of the reaction. If the diene is in the s-trans conformation, the necessary orbital overlap cannot occur, and the reaction will not proceed. Therefore, ensuring the diene can adopt the s-cis conformation is a critical aspect of the reaction setup.
Can you explain the general mechanism of the Diels-Alder reaction?
The general mechanism of the Diels-Alder reaction involves a concerted process where a conjugated 1,3-diene in the s-cis conformation reacts with a dienophile. The reaction proceeds through a three-arrow mechanism: the π electrons of the diene and dienophile interact to form two new sigma bonds and one new π bond, resulting in a six-membered ring. This concerted mechanism ensures that bonds are formed and broken simultaneously, leading to a cyclic product with retained stereochemistry from the starting materials.
Your Organic Chemistry tutors
- How would the following substituents affect the rate of a Diels–Alder reaction? b. an electron-donating subst...
- How would the following substituents affect the rate of a Diels–Alder reaction? a. an electron-donating subst...
- What are the products of the following reactions? c.
- What are the products of the following reactions? d.
- Write a general rule that can be used to predict the major product of a Diels–Alder reaction between an alkene...
- What two products are formed from each of the following reactions? b.
- a. The A ring of cortisone (a steroid) is formed by a Diels–Alder reaction using the two reactants shown here....
- b. The C ring of estrone (a steroid) is formed by a Diels–Alder reaction using the two reactants shown here. W...
- As many as 18 different Diels–Alder products can be obtained by heating a mixture of 1,3-butadiene and 2-methy...
- Identify the product of the following reaction.
- How would the following substituents affect the rate of a Diels–Alder reaction? c. an electron-withdrawing su...
- a. Which dienophile in each pair is more reactive in a Diels–Alder reaction? 1.
- a. Which dienophile in each pair is more reactive in a Diels–Alder reaction? 2.
- Predict the products of the following proposed Diels–Alder reactions. Include stereochemistry where appropriat...
- The highly reactive triple bond of benzyne is a powerful dienophile. Predict the product of the Diels–Alder re...
- (•) Provide a mechanism of the Diels–Alder reaction shown and predict the regioisomer that will form.
- (••) Predict the product of the Diels–Alder reactions shown. (a)
- (••••) While not covered explicitly in this chapter, the ene reaction occurs similarly to the Diels–Alder reac...
- Diene A participates in a fast and efficient Diels–Alder reaction with maleic anhydride, the powerful dienophi...
- Predict the product of the following Diels–Alder reactions. Where a racemic mixture is produced, show both ena...
- Figure 22.16(a) shows a unique example where the Diels–Alder reaction gives a single product (no enantiomers) ...
- Assuming the diene approaches the dienophile from the top, predict the product of the following Diels–Alder re...
- In each Diels–Alder reaction shown, predict the product that will result. (c)
- Show the steps involved in the following reaction:
- Predict the products of the following proposed Diels–Alder reactions. Include stereochemistry where appropriat...
- An important variation of the Diels–Alder reaction is intramolecular, in which the diene and the dienophile ar...
- Predict the products of the following proposed Diels–Alder reactions.(f) <IMAGE>
- In Solved Problem 15-2 we predicted that the products would have a 1,2- or 1,4-relationship of the proper subs...
- An important variation of the Diels–Alder reaction is intramolecular, in which the diene and the dienophile ar...
- An important variation of the Diels–Alder reaction is intramolecular, in which the diene and the dienophile ar...
- What is the major product when the X substituent in X reaction is bonded to X-2 of the diene rather than to X-...
- Explain why the following compounds are not optically active:a. the product obtained from the reaction of 1,3-...
- Explain why the following compounds are not optically active:b. the product obtained from the reaction of 1,3-...