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Cyclohexenone is a useful starting material for drug synthesis. For each reaction below, predict the major...

Cyclohexenone is a useful starting material for drug synthesis. For each reaction below, predict the major addition product for the reaction between an ?,?-unsaturated ketone and carbon nucleophile.

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The products of each reaction are drawn below.

In the top reaction, organocuprate reagents generally add 1,4, meaning to the alkene of the unsaturated carbonyl compounds. These are so-called "soft" nucleophiles, and the site of addition is a "soft" electrophile.

In the bottom reaction, grignard reagents generally add 1,2, meaning they add to the C=O of the carbonyl of unsaturated carbonyl compounds. These are so called "hard" nucleophiles, and the site of addition the "harder" electrophile.

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