Acetals can be used as protecting groups for alcohols. One such protecting group is the tetrahydropyranyl ether
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Acetals can be used as protecting groups for alcohols. One such protecting group is the tetrahydropyranyl ether (THP ether).
THP ethers are introduced by treating an alcohol with dihydropyran and p-toluenesulfonic acid catalyst.
THP ethers are stable to base but are rapidly removed by dilute aqueous acid.
(a) Give the structure of the product formed (in addition to the alcohol ROH) when a THP ether is treated with aqueous acid.
(b) Using the THP protecting group as part of your strategy, outline a synthesis of 2-methyl-2,6- hexanediol from 4-bromo-1-butanol.
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a A THP ether is a cyclic acetal In aqueous acid the cyclic acetal undergoes hydro...View the full answer
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