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Predict Products A through F in the following multi-step synthesis. Be sure to include sterochemistry in the final product.

Predict Products A through F in the following multi-step synthesis. Be sure to include sterochemistry in the final product.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Predict Products A through F in the following multi-step synthesis. Be sure to include sterochemistry in the final product. РСС NBS NaOH Cl, C E hv E- N. F.
Transcribed Image Text:Predict Products A through F in the following multi-step synthesis. Be sure to include sterochemistry in the final product. РСС NBS NaOH Cl, C E hv E- N. F.
Expert Solution
Step 1

At first under photochemical condition cyclohexane undergo chlorination via radical pathway to give A. 

A then undergo E2 reaction to give cyclohexene B.

B under radical reaction with NBS gives allyl chloride type C. 

C under SN2 reaction with NaOH gives allyl alcohol type system D. 

D on oxidation with PCC gives alpha, beta-unsaturated ketone E.

E and given diene reacts via Diels-Alder reaction to give final product. 

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