Exam 19: Synthesis and Reactions of Beta-Dicarbonyl Compounds: More Chemistry of Enolate Ions

What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

Which compound may be prepared using a Mannich reaction?

What starting compound(s)would you use in an aldol reaction to prepare as the major product:

Which of these compounds can react with 4-methylhexanal to afford good yields of the crossed aldol product?

What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

What would be the major product,B,of the following reaction sequence?

What starting compound(s)would you use in an aldol reaction to prepare as the major product:

The product,C,of the following sequence of reactions, would be:

What would be the major product of the following reaction?

What is the missing reagent?

Predict the product from the following sequence:

What is the product of the Dieckmann-like condensation of this ketoester,

Suggest a reasonable synthetic strategy to carry out the following transformation.

What is the product of the following reaction?

Explain why diethyl pentanedioate does not undergo a Dieckmann condensation.

Explain why ethyl 2-methylpropanoate does not undergo the usual Claisen condensation.

An aldol reaction that starts with two different carbonyl compounds is called a _______________.

There are several possible cyclization products that might be formed when 5-methyl-6-oxoheptanal undergoes intramolecular aldol condensation in presence of ethoxide.Draw the structures of all these possible products.Comment on which of these is likely to be the major product,clearly explaining your rationale.

Why is CH₃ONa not used in the Claisen condensation of ethyl acetate?