Concerted Reactions Practice Problems

Fall Term, 2008

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A.  Electrocyclic reactions

Draw the molecular orbitals that will help you explain the products, including stereochemistry, of the following electrocyclic reactions.

 

B.  Cycloadditions

Classify each of the following as an [x + y + ...] cycloaddition reaction.

 

C.  Sigmatropic Reactions

Classify each of the following as an [i,j] sigmatropic reaction.

 

D.  Predict the product(s) of the following electrocyclic reactions.

 

E.  Predict the products of the following cycloaddition reactions.

 

F.  Predict the products of the following reactions involving sigmatropic rearrangements.

 

G.  The following heterocyclic compounds can be obtained by 1,3-dipolar additon reactions. Draw the structure of the alkene or alkyne and the 1,3-dipolar species that would be required to synthesize each compound.