For the Diels-Alder reaction, the product's skeletal structure and configuration at the bridgehead carbons are given (and the given wedge bond and dash bond should not be changed). Complete the structure of the major product. Indicate the stereochemistry, by adding two wedge and two dash bonds, at only the fused-ring stereocenters. Complete the product and clearly show stereochemistry. Select Draw Rings More Erase C H H

For the Diels-Alder reaction, the product's skeletal structure and configuration at the bridgehead carbons are given (and the given wedge bond and dash bond should not be changed). Complete the structure of the major product. Indicate the stereochemistry, by adding two wedge and two dash bonds, at only the fused-ring stereocenters. Complete the product and clearly show stereochemistry. Select Draw Rings More Erase C H H

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter14: Conjugated Compounds And Ultraviolet Spectroscopy

Section14.SE: Something Extra

Problem 41AP: Although the Dielsâ€“Alder reaction generally occurs between an electronrich diene and an...

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This is a Diels-Alder reaction between furan + maleic anhydride (endo and exo products). For each cycloaddition product, draw in all hydrogen atoms, and write the molecular formula below.
For the Diels–Alder reaction, the product's skeletal structure and configuration at the bridgehead carbons are given (and the given wedge bond and dash bond should not be changed). Complete the structure of the major product. Indicate the stereochemistry, by adding two wedge and two dash bonds, at only the fused‑ring stereocenters.
This is a Diels-Alder reaction between cyclopentadiene and maleic anhydride (endo and exo products). For each cycloaddition product, draw in all hydrogen atoms, and write the molecular formula below.
Give the structure(s) of the product(s) of each reaction. Indicate any relative stereochemistry, assuming that each of the Diels-Alder reactions will proceed with endo selectivity. If more than one product is formed, please indicate which one will be the major product or if they will be formed in equal amounts. If no reaction is expected to occur under the indicated conditions, then write "no reaction" or NR, and explain why you would expect nothing to occur. In all cases, equimolar amounts of both components/reagents are present unless indicated otherwise.
Which of the following compounds can arise directly from a Diels-Alder reaction? Circle any structures that can. Then, identify the appropriate diene(s) and dienophile(s) that would lead to the compound. Pay attention to E-/Z- stereochemistry in all of the reactants. For those that cannot undergo a Diels-Alder reaction, please explain why.
Draw a Diels-Alder reaction that shows the stereospecificity of the reaction with respect to both the diene and dienophile, and that would follow the endo rule (show only the major product).
Consider a traditional Diels Alder reaction noting it's methodology and synthetic tactical. Then propose an alternative, greener synthetic route to make the same product with near or same enantioselectivity.
Draw the products for these Diels-Alder reactions with correct relative (or absolute) configuration of all formed stereocenters. Explain the stereochemical outcome assuming the involvement of secondary interactions whenever possible.
Draw the structure(s) of the product(s) of the following Diels-Alder reaction. Stereochemistry must be shown, and make sure to draw explicit hydrogens around all stereocenters.
Give the structure of the main product of each of the following Diels-Alder reactions. Make sureto show the stereochemistry of the products when unambiguous.
Imagine that you used isoprene as diene – in that case you don’t have to worry about assigning endo vs exo. Draw the "endo" and "exo" products of the Diels-Alder reaction between isoprene and maleic anhydride, and explain why the distinction is irrelevant here.
Only one isomer of product is formed in the Diels-Alder cycloaddition. Why?