Consider the Diels-Alder cycloaddition reaction below and complete parts (a)-(b) below.
Consider the Diels-Alder cycloaddition reaction below and complete parts (a)-(b) below.
D = deuterium = 2H
(a) Draw the major regioisomer (or in other words, constitutional isomer) expected to form. Also, draw appropriate resonance structures to explain why only one constitutional isomer is expected to form. Discuss the interactions between the diene and dienophile that govern this constitutional isomer being the only one expected.
(b) Redraw the regioisomer from part (a) and show the appropriate stereochemistry using correct dash/wedge notation expected for the major product. Discuss if this is the endo or exo diastereomer and draw a transition-state intermediate to help illustrate why this diastereomer is favored. Also, discuss if you believe this diastereomer is chiral or achiral. If it is chiral, also discuss if you think it will be formed as an equal mixture of two enantiomers (known as racemic).
Homework Answers
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Consider the Diels-Alder cycloaddition reaction below and complete parts (a)-(b) below.
Draw one of the expected products of the Diels–Alder cycloaddition reaction shown below. Use wedge and...
Draw one of the expected products of the Diels–Alder
cycloaddition reaction shown below. Use wedge and dash bonds to
show the stereochemistry.
Draw one of the expected products of the Diels- Alder cycloaddition reaction shown below. Use wedge and dash bonds to show the stereochemistry. Diene Dienophile
Draw the product of the Diels-Alder reaction of the following diene with CH_2 = C(CO_2CH_3)_2. Use...
Draw the product of the Diels-Alder reaction of the following diene with CH_2 = C(CO_2CH_3)_2. Use the wedge/hash bond tools to indicate stereochemistry. Include H atoms at chiral centers only. If a group is achiral, do not use wedged or hashed bonds on it. If the reaction produces a racemic mixture, just draw one stereoisomer.
1. Draw in the structure of a diene and a dienophile that would do the Diels-Alder...
1. Draw in the structure of a diene and a dienophile that would do the Diels-Alder reaction. The diene should contain one (E)-alkene and the dienophile should contain one ester. Major Product heat 2. Draw the major product in the box. Indicate stereochemistry with dashes and wedges. If the compound is racemic, write "+/-", and if it is meso, indicate this. 3. Are there any other regioisomers that could form in this reaction? Explain. 4. Are there any other stereoisomers...
here are several regio- and stereochemical questions to be considered here: 1) Orientation of the dienophile...
here are several regio- and stereochemical questions
to be considered here: 1) Orientation of the dienophile relative to
the diene: forming the endo or exo product (ester toward diene ?
system or away from diene ? system)? forming the \"ortho\" or
\"meta\" product (relationship between ester and dimethylamino
groups in final product)? 2) Relative stereochemistry between the
dimethylamino group, the ester group, the methyl group, and the
deuterium atom in the final product?
Draw one enantiomer of the major product...
Complete each Diels-Alder reaction below by drawing the major product Draw only one endo diastereomer and...
Complete each Diels-Alder reaction below by drawing the major product Draw only one endo diastereomer and do not draw another enantiomer. a. ÇO2Me a more on MeO2C
4. Draw the diene and dienophile that undergo a Diels Alder reaction to form the compounds...
4. Draw the diene and dienophile that undergo a Diels Alder reaction to form the compounds below show stereochemistry where appropriate. 5 pts CH3 OCH In the compound above the diene and dienophile are part of the same molecule OCH3 CN
Draw an appropriate diene, dienophile, and/or product to complete the proposed Diels-Alder reactions below.
Draw an appropriate diene, dienophile, and/or product to complete the proposed Diels-Alder reactions below.
please help 12. Each reaction below is a Diels-Alder cycloaddition. Draw the major pr addition. Draw...
please help
12. Each reaction below is a Diels-Alder cycloaddition. Draw the major pr addition. Draw the major product or the missing reactants. er of inco nation)
This is an organic chemistry question regarding the Diels-Alder reaction. The problems are 16.22 and 16.18....
This is an organic chemistry question regarding the
Diels-Alder reaction. The problems are 16.22 and 16.18. I would
like to know if I did these correctly. If I did not, could someone
help me go through the process?
er reaction Conjugation, Resonance and Dienes Chapter 16 dienophile react in a Diels-Alder CH3 C. 16.18 Draw the product formed when each diene and Problem 16.18 COOCH3 15 Specific Rules Governing the Diels-Alder Reaction 16.13A Diene Reactivity Rule [1] The diene can...
This compound was formed by a Diels-Alder reaction. In the box below draw the structures of...
This compound was formed by a Diels-Alder reaction. In the box below draw the structures of the diene and the dienophile that were used to form this product. e Consider ElZ stereochemistry of alkenes. In cases where there is more than one answer, just give one. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple reactants using the + sign from the drop-down menu.
Draw one of the expected products of the Diels–Alder
cycloaddition reaction shown below. Use wedge and dash bonds to
show the stereochemistry.
Draw one of the expected products of the Diels- Alder cycloaddition reaction shown below. Use wedge and dash bonds to show the stereochemistry. Diene Dienophile
Draw the product of the Diels-Alder reaction of the following diene with CH_2 = C(CO_2CH_3)_2. Use the wedge/hash bond tools to indicate stereochemistry. Include H atoms at chiral centers only. If a group is achiral, do not use wedged or hashed bonds on it. If the reaction produces a racemic mixture, just draw one stereoisomer.
1. Draw in the structure of a diene and a dienophile that would do the Diels-Alder reaction. The diene should contain one (E)-alkene and the dienophile should contain one ester. Major Product heat 2. Draw the major product in the box. Indicate stereochemistry with dashes and wedges. If the compound is racemic, write "+/-", and if it is meso, indicate this. 3. Are there any other regioisomers that could form in this reaction? Explain. 4. Are there any other stereoisomers...
here are several regio- and stereochemical questions
to be considered here: 1) Orientation of the dienophile relative to
the diene: forming the endo or exo product (ester toward diene ?
system or away from diene ? system)? forming the \"ortho\" or
\"meta\" product (relationship between ester and dimethylamino
groups in final product)? 2) Relative stereochemistry between the
dimethylamino group, the ester group, the methyl group, and the
deuterium atom in the final product?
Draw one enantiomer of the major product...
Complete each Diels-Alder reaction below by drawing the major product Draw only one endo diastereomer and do not draw another enantiomer. a. ÇO2Me a more on MeO2C
4. Draw the diene and dienophile that undergo a Diels Alder reaction to form the compounds below show stereochemistry where appropriate. 5 pts CH3 OCH In the compound above the diene and dienophile are part of the same molecule OCH3 CN
Draw an appropriate diene, dienophile, and/or product to complete the proposed Diels-Alder reactions below.
please help
12. Each reaction below is a Diels-Alder cycloaddition. Draw the major pr addition. Draw the major product or the missing reactants. er of inco nation)
This is an organic chemistry question regarding the
Diels-Alder reaction. The problems are 16.22 and 16.18. I would
like to know if I did these correctly. If I did not, could someone
help me go through the process?
er reaction Conjugation, Resonance and Dienes Chapter 16 dienophile react in a Diels-Alder CH3 C. 16.18 Draw the product formed when each diene and Problem 16.18 COOCH3 15 Specific Rules Governing the Diels-Alder Reaction 16.13A Diene Reactivity Rule [1] The diene can...
This compound was formed by a Diels-Alder reaction. In the box below draw the structures of the diene and the dienophile that were used to form this product. e Consider ElZ stereochemistry of alkenes. In cases where there is more than one answer, just give one. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple reactants using the + sign from the drop-down menu.
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