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Show a plausible mechanism for our reaction. (Two SN1 reactions and many acid ba

ID: 819081 • Letter: S

Question

Show a plausible mechanism for our reaction. (Two SN1 reactions and many acid base

reactions are involved.) Please remember that p-toluenesulfonic acid (TsOH; pKa -5) is a

very strong acid.

Hint: The first two steps are: a) protonation, b) carbocation formation

Show a plausible mechanism for our reaction. (Two SN1 reactions and many acid base reactions are involved.) Please remember that p-toluenesulfonic acid (TsOH; pKa -5) is a very strong acid. Hint: The first two steps are: a) protonation, b) carbocation formation

Explanation / Answer

initially protonation takes place at 4 and 6 carbon of GlcMe

now this protonation attacks the oxygen present in the acetal and then removal of H2 takes place

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