16. Conjugated Systems

Which diene and which dienophile could be used to prepare each of the following?

e.

How could the following compounds be synthesized using a Diels–Alder reaction?

b.

How could you prepare the following compounds from the given starting materials?

b.

Show how Diels–Alder reactions might be used to synthesize the following compounds.

(a)

(b)

What dienes and dienophiles would react to give the following Diels–Alder products?

(a)

(b)

(c)

Give the diene and dienophile that could be used to make the following Diels–Alder products.

(c)

Show how Diels–Alder reactions might be used to synthesize the following compounds.

(c)

(d)

What dienes and dienophiles would react to give the following Diels–Alder products?

(d)

(e)

(f)

Show how norbornane can be prepared from cyclopentadiene.

Show how Diels–Alder reactions might be used to synthesize the following compounds.

(g)

(h)

Show how Diels–Alder reactions might be used to synthesize the following compounds.

(i)

Show how you would accomplish the following syntheses efficiently (you may use any necessary reagents).

(h)

What diene and what dienophile should be used to synthesize the following?

e.

What diene and what dienophile should be used to synthesize the following?

f.

How could you synthesize the following compound from starting materials containing no more than six carbons?