C23: 6. What is the major product of the following reaction? ( Hint: The isoprop

Question

C23:

6. What is the major product of the following reaction? ( Hint: The isopropyl groups of LDA make it a bulky base making it more reactive towards less hindered protons with a p K a < diisopropyl amine) (23.4)

7. What is the major product of the following reaction s ? (23.8)

8. What is the major product of the following reaction s ? (23.8)

9. What is the major product of the following reaction? (23.9)

6. What is the major product of the following reaction? (Hint: The isopropyl groups of LDA make it a bulky base making it more reactive towards less hindered protons with a pK diisopropyl amine) (23.4) 1 eq LDA 7. What is the major product of the following reactions? (23.8) 1) LDA, -78°C 2) CH3CH,Br OH 8. What is the major product of the following reactions? (23.8) 1) LDA, -78°C 9. What is the major product of the following reaction? (23.9) HO OH HO HO HO

Explanation / Answer

6) option A is correct

Explanation: LDA is a strong and bulky base which abstracts acidic proton and produces less substituted enolate as product.

7) option B is correct

Explanation;LDA is a strong and bulky base which abstracts acidic proton and produces less substituted enolate as product. Now, the enolate attacks the alkyl halide and produces alkylated product.

8) option B is correct

Explanation;LDA is a strong and bulky base which abstracts acidic proton and produces less substituted enolate as product. Now, the enolate attacks the alkyl halide and produces alkylated product.

9) option B is correct

Explanation: Decarboxylation of beta-keto carboxylic acid produces ketone as product.

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