Compounds P and Q can undergo a Diels-Alder reaction to form two regioisomeric products R and S as shown in Figure 5. OMe P 0 I H C8H1202 R C8H1202 S Figure 5 Draw the chemical structures of regioisomeric compounds R and S. (ii) Using possible resonance contributors of P and Q predict which of the two regioisomers will be favoured in the reaction. (iii) 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.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.21P
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Compounds P and Q can undergo a Diels-Alder reaction to form two
regioisomeric products R and S as shown in Figure 5.
OMe
P
H
C8H1202
R
C8H1202
S
Figure 5
Draw the chemical structures of regioisomeric compounds R and S.
(ii) Using possible resonance contributors of P and Q predict which of the two
regioisomers will be favoured in the reaction.
(iii) 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.
Transcribed Image Text:Compounds P and Q can undergo a Diels-Alder reaction to form two regioisomeric products R and S as shown in Figure 5. OMe P H C8H1202 R C8H1202 S Figure 5 Draw the chemical structures of regioisomeric compounds R and S. (ii) Using possible resonance contributors of P and Q predict which of the two regioisomers will be favoured in the reaction. (iii) 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.
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