Orgo road map 6

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hoyas19

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In the very last reaction, don't acids open the ring so that it is attacked at the most substituted carbon? Why does this say its in base? Isn't it in H3O+ or am I missing something?
 
the grignard is a strong base. H30+ is going to donate a proton and cause the formation of an -OH group. Since the reaction involves a strong base, the least substituted product is going to form.

if the reaction occurs in an strong acidic medium, then the most substituted product will be formed
 
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