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Organic Chemistry Synthesis and Mechanism Using a Catalyst Problems One problem with three parts. I don’t understand this problem and would like someone to

Organic Chemistry Synthesis and Mechanism Using a Catalyst Problems One problem with three parts. I don’t understand this problem and would like someone to show me how it is done. shouldn’t take more than half an hour! Help pleae V. (15 pts). Read the whole problem first. The reaction of A with B in the presence of the catalyst shown and a base gives C
as the major product, but also produces D.
Ph
H
A
O
N
S
catalyst
Me
[E]
O
Me
B
NO2
Ph
NO2
O
Et3N:
C
+
Ph
NO2
D
Me
A. (04 pts). The first stage of the process is the activation of the aldehyde A by formation of the intermediate E. Write the best
mechanism for the formation of E under the conditions given; label your structure for E and identify with an arrow and label the two
carbon atoms (not in the ring) that are now nucleophilic in E.
B. (05 pts). E reacts with the nitroalkene B to give both products. Write the best mechanism for the formation of C from E + B.
C. (06 pts). Write the best mechanism for the formation of D from E + B.
5

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