Diels Alder Practice Problems Worksheet

Complete the following worksheet by predict the correct product

California State Polytechnic University, Pomona

Organic Chemistry CHM 316, Dr. Laurie S. Starkey

Diels-Alder Practice Problems

A)

B)

 

CN

OCH3

Δ

Δ

O

O

C) O Δ

O

O

D)

  
 

tBu

CH O C

No Reaction (explain)

CO2CH3

tBu

O

E)

Δ

which pi bond reacts?

(explain)

F)

NC CN Δ

use this diene (why is it okay to do a Diels-Alder

on anthracene, an aromatic compound?)

G)

O

CO2Et

(racemic)

synthesize the above TM

(from starting materials containing no (first, consider retrosynthesis) more than sixcarbons)

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