Question

6. Let's practice some more carbonyl mechanisms. Provide an arrow-pushing mechanism

for each transformation below.

(a) Provide a mechanism under basic conditions. DMSO is the solvent in this reaction.

∞

HO

Br

NaOCH3

DMSO

(b) Now let's try a mechanism under acidic conditions. Notice, there is no epoxide in the

product.

OCH3

OCH3

H+

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