Question

Predict the major products of the following reactions.

c)

Short answer

c)

Step-by-step solution

Alkylation of enolate ions

When enolates are alkylated directly with LDA, it produces the best yields when one kind of alpha hydrogen is substituted by an alkyl group. Aldehydes are not good for direct alkylation as they lead to side reactions.

Predicting the major products of the reaction

(c) The given compound reacts with LDA and to form a product where the methyl group is attached to the five-membered ring. The reaction is given below:

Product formed in reaction (c)