The Diels-Alder Reaction

Question 1

What is a Diels-Alder reaction in its simplest form

Answer 1

1. A reaction between an alkene and a diene to form a 6-membered ring

Question 2

What is the reaction mechanism an example of

Answer 2

1. A pericyclic reaction

2. Arrows are all going in a circle

Question 3

What pattern do you need to recognise retrosynthetically

Answer 3

1. A 6-membered ring with a double bond in it

Question 4

What is the Diels-Alder disconnection

Answer 4

1. It is a two-bond disconnection

Question 5

How can you make an aromatic ring

Answer 5

1. Using a quinone as the dienophile

2. Makes hydroquinones

Question 6

What forms when you use an alkyne as the dienophile

Answer 6

1. Gives you a product that is a 6-membered ring with two double bonds in it

Question 7

How can a Diers-Alder reaction be used to assemble a cyclohexane

Answer 7

1. Using an FGI

2. Form cyclohexene like normal Diers-alder reaction and then reduce to alkane using hydrogen gas and palladium

Question 8

What could be the point of converting alcohol to ester before Diers-alder

Answer 8

1. It is an EWG so speeds up Diers-alder reaction