The illustration below is a reaction in which a cuprate is the only organometallic that can produce the desired alcohol. Why can the same reaction not be carried out with a Grignard reagent or an organolithium?

On the basis of stereochemistry, explain why the following reaction does not occur via the S_N2 mechanism.

Propose a scheme to synthesize the molecule on the right starting with the molecule on the left.

Predict the products formed from the reactions shown below.

Ignoring stereochemistry, give the products when 3,5-dimethylcyclopent-2-en-1-one is reacted with the given sets of reagents:

i) CH₃MgBr followed by H₃O⁺

ii) (CH₃)₂CuLi followed by H₃O⁺

Propose the synthesis of cyclohexyl isobutyl ketone from an alkyl halide containing six (6) carbon atoms or less.