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3.

a. What are the possible transition states for the following salt-free Wittig reaction. Use the transition structure provided in question 2 help guide you in your sketches (hint: there are 4 possible outcomes).

b. Indicate which transition state is expected to have the lowest energy and why.

c. What would be the corresponding oxaphosphetane produced from your indicated lowest energy transition state (from Q3b). Include the stereochemistry in your answer.

d. What is the corresponding alkene product that will result from your indicated oxaphosphetane (from Q3c)?