Shown above is the stepwise synthesis of (7Z,11E)-7,11-hexadecadien-l-ol, the ke

Question

Shown above is the stepwise synthesis of (7Z,11E)-7,11-hexadecadien-l-ol, the key intermediate for synthesis of Gossyplure, the sex pheromone of the pink bollworm. From the choices provided below, suggest reagent(s) for Step 1 and Step 5 of the synthesis (numbered in red). More than one step may be necessary. Use the minimum number of steps possible. No more than two steps are required. Answer as a letter (single step transformation) or a series of letters (multi-step transformation) in the order necessary to bring about the reaction shown. A series of letters should be listed with no commas separating them. Ex. "cdm" corresponds to: ethylene oxide H2O Na, NH3 (l) NOTE: The order in which you list your letters matters!

Explanation / Answer

step 1: h

step 5: h

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