Diels Alder Reagents

Question 1

Diels-Alder rxn is a concerted rxn between a compound with two adjacent
double bonds (a “diene”) and an alkene (the “dienophile”), usually attached to an ____________________. The transition state is “pericyclic”, meaning it has cyclic geometry and is concerted The Diels-Alder reaction always forms a six-membered ring with an alkene.

Answer 1

electron withdrawing group

Question 2

What bonds break & what bonds form in a Diels-Alder rxn?

Answer 2

Question 3

In Diels-Alder, the diene must always be in the ___________ conformation

Answer 3

Question 4

Answer 4

Diels-Alder of cyclic dienes

Question 5

In Diels-Alder, the stereochemistry in the ______________ is always preserved

Answer 5

dienophile

Question 6

In Diels-Alder, for the diene the two “outside” groups and the two “inside” groups always end up on the same side of the new cyclohexene

Answer 6

Question 7

If there are substituted diene & a substituted dienophile, then there are possibly up to _____ products

Answer 7

Question 8

Under normal conditions, (endo or exo) products dominate?

Answer 8

endo

Question 9

How to tell if product is exo or endo:
- if the outside groups end up on the same side of the ring as the electron withdrawing group, the product is __________
- if the outside groups end up on the opposite side of the ring as the electron withdrawing group, the product is _________

Answer 9

endo
exo