(a)
Interpretation:
The mechanism and major product for the given Diels-Alder reaction is to be drawn.
Concept introduction:
The Diels–Alder reaction joins a conjugated diene and a dienophile (either an
Answer to Problem 24.44P
The mechanism and major product for the given Diels-Alder reaction is:
The
Explanation of Solution
The given reaction is:
Here the diene is in trans configuration. For a Diels–Alder reaction to take place, the diene must be able to attain the
Each end carbon in the diene becomes a chiral center, noted with an asterisk. The
The mechanism and major product for the given Diels-Alder reaction is drawn from the structures of given reactants with stereochemistry.
(b)
Interpretation:
The mechanism and major product for the given Diels-Alder reaction is to be drawn.
Concept introduction:
The Diels–Alder reaction joins a conjugated diene and a dienophile (either an alkene or an alkyne) via the formation of two new
Answer to Problem 24.44P
The mechanism and major product for the given Diels-Alder reaction is:
The
Explanation of Solution
The given reaction is:
Here the cycloaddition, Diels-Alder reaction forms the six-membered ring product as:
In the above reaction, two carbons in the dienophile become chiral centers, noted with an asterisk.
The
The mechanism and major product for the given Diels-Alder reaction is drawn from the structures of given reactants with stereochemistry.
(c)
Interpretation:
The mechanism and major product for the given Diels-Alder reaction is to be drawn.
Concept introduction:
The Diels–Alder reaction joins a conjugated diene and a dienophile (either an alkene or an alkyne) via the formation of two new
Answer to Problem 24.44P
The mechanism and major product for the given Diels-Alder reaction is:
The
Explanation of Solution
The given reaction is:
Here the cycloaddition, Diels-Alder reaction forms the six-membered ring product as:
The
The mechanism and major product for the given Diels-Alder reaction is drawn from the structures of given reactants with stereochemistry.
(d)
Interpretation:
The mechanism and major product for the given Diels-Alder reaction is to be drawn.
Concept introduction:
The Diels–Alder reaction joins a conjugated diene and a dienophile (either an alkene or an alkyne) via the formation of two new
Diels–Alder reactions tend to favor an endo product over an exo product
Answer to Problem 24.44P
The mechanism and major product for the given Diels-Alder reaction is:
Diels–Alder reactions tend to favor an endo product over an exo product:
Explanation of Solution
The given reaction is:
Here the cycloaddition, Diels-Alder reaction forms the bicyclic compound as product:
Here, it is noticed that two carbons of the diene and two carbons of the dienophile become chiral centers, noted with an asterisk.
The
The mechanism and major product for the given Diels-Alder reaction is drawn from the structures of given reactants with stereochemistry.
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