5.b. Give the mechanism and product(s) for the reaction below (same reactant as above in 5.a.). Clearly showstereochemistry. Hint: redraw reactant as chair.t-BuISIOHCI

Opening of epoxide is regioselctive as well as stereoselective reaction.

Answered: 5.b. Give the mechanism and product(s)…

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5.b. Give the mechanism and product(s) for the reaction below (same reactant as above in 5.a.). Clearly show
stereochemistry. Hint: redraw reactant as chair.
t-Bu
ISIO
HCI

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Why did the chlorine attack position 2 and not position 1? Since it's an acid catalyzed reaction I thought it would attack the sterically more crowded, position 1 seems to be closer to the tBu.

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