Chapter 15: Q 14P (page 772)

Predict the products of the following proposed Diels-Alder reactions.
a)
b)
c)
d)
e)
f)

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Diels-Alder reactions

Diels-Alder reaction is a type of reaction when conjugated dienes are added to alkenes substituted by different groups, resulting in two new C-C bonds.It forms cyclic products by joining dienes and dienophiles.

Products of Diels-Alder reactions in (a)

a) When a diene is added to a substituted alkene with aldehyde, it gives a product with two new C-C bonds (shown dark).

→

Diels-Alder reaction

Products of Diels-Alder reactions in (b)

b) When a diene with one methyl group when added to a substituted alkene, it gives a product with two new C-C bonds (shown dark).

Diels-Alder reaction

Products of Diels-Alder reactions in (c)

c) When a diene is added to an alkyne, it gives a product with two new C-C bonds (shown dark).

Diels-Alder reaction

Products of Diels-Alder reactions in (d)

d) When cyclopentadiene is added to an alkene, it gives a product having two new C-C bonds (shown dark).

Diels-Alder reaction

Products of Diels-Alder reactions in (e)

e) When furan (diene) is added to an alkyne, it gives a product forming two new C-C bonds (shown dark).

Diels-Alder reaction

Products of Diels-Alder reactions in (f)

f) When a diene with methoxy group is added to an alkene, it gives a product forming two new C-C bonds (shown dark), and the two CN bonds will be below the plane.