24. Enolate Chemistry: Reactions at the Alpha-Carbon

Propose a mechanism for each of the following reactions:

a.

What is the major product of the following reactions?

d.

Phenylacetone can form two different enols.

(c) Propose mechanisms for the formation of the first enol in acid.

Phenylacetone can form two different enols.

(c) Propose mechanisms for the formation of the second enol in acid.

Phenylacetone can form two different enols.

(c) Propose mechanisms for the formation of the first enol in base.

Phenylacetone can form two different enols.

(c) Propose mechanisms for the formation of the second enol in base.

Cytosine, uracil, and guanine have tautomeric forms with aromatic hydroxy groups. Draw these tautomeric forms.