Chapter 16: PROBLEM 16.52 (page 637)
Question: Compounds containing triple bonds are also Diels–Alder dienophiles. With this in mind, draw the products of each reaction.
a.
b.
Short Answer
a.
Product of a.
b.
Product of b.
Step by step solution
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Arrangement of diene and dienophile
The diene and the triple bonded species are placed in the same manner as the diene and dienophile for the Diels-Alder reaction.
Triple bond in dienophile
The triple bond also behaves as the dienophiles in the Diels-Alder reaction. On undergoing the said reaction, the double bond is left after the cleavage of one bond of the dienophile
Diene and dienophile for the given products
a. The structures are re-drawn, and the bonds are cleaved in the represented manner to form a six-membered ring.
Product of a.
b. The structures are re-drawn, and the bonds are cleaved in the represented manner to form a six-membered ring.
Product of b.
