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b. Figure 3 below shows an organocatalytic conjugate addition, which proceeds via an iminium ion intermediate. (i) (ii) (iii) Et O CgHgN A catalyst =O 10 mol% catalyst CH2Cl2 - iPrOH -70°C Me Me Ph H ZI N Me Me .CF3CO₂H Figure 3 Me N Et ee = 92% Draw the structure of compound A. Give the catalytic cycle for the above reaction. Include a mechanism for the key steps in the cycle. Give an explanation for the enantioselectivity of the conjugate addition in Figure 3.

b. Figure 3 below shows an organocatalytic conjugate addition, which proceeds via an iminium ion intermediate. (i) (ii) (iii) Et O CgHgN A catalyst =O 10 mol% catalyst CH2Cl2 - iPrOH -70°C Me Me Ph H ZI N Me Me .CF3CO₂H Figure 3 Me N Et ee = 92% Draw the structure of compound A. Give the catalytic cycle for the above reaction. Include a mechanism for the key steps in the cycle. Give an explanation for the enantioselectivity of the conjugate addition in Figure 3.

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 18E
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b. Figure 3 below shows an organocatalytic conjugate addition, which proceeds via an iminium ion intermediate. (i) (ii) (iii) Et O CgHgN A catalyst =O 10 mol% catalyst CH2Cl2 - iPrOH -70°C Me Me Ph H ZI N Me Me .CF3CO₂H Figure 3 Me N Et ee = 92% Draw the structure of compound A. Give the catalytic cycle for the above reaction. Include a mechanism for the key steps in the cycle. Give an explanation for the enantioselectivity of the conjugate addition in Figure 3.
Transcribed Image Text:b. Figure 3 below shows an organocatalytic conjugate addition, which proceeds via an iminium ion intermediate. (i) (ii) (iii) Et O CgHgN A catalyst =O 10 mol% catalyst CH2Cl2 - iPrOH -70°C Me Me Ph H ZI N Me Me .CF3CO₂H Figure 3 Me N Et ee = 92% Draw the structure of compound A. Give the catalytic cycle for the above reaction. Include a mechanism for the key steps in the cycle. Give an explanation for the enantioselectivity of the conjugate addition in Figure 3.
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