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Topic: Propose mechanism for this reaction  (Read 1619 times)

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Offline Fireredburn1

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Propose mechanism for this reaction
« on: April 08, 2015, 11:49:36 AM »
Hi all

How will the mechanism proceed for this reaction?



Here is my attempt at the mechanism.



 My only concern is the formation of the 4 membered ring in the 3rd step - does it really have to go through that step?

Thank you  ;D
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Offline mjc123

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Re: Propose mechanism for this reaction
« Reply #1 on: April 08, 2015, 12:05:19 PM »
I think it unlikely. What do acetals do in the presence of acid?
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Offline orgopete

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Re: Propose mechanism for this reaction
« Reply #2 on: April 09, 2015, 07:42:17 AM »
Hint, draw an intermediate for the normal hydrolysis of acetal/ketals.
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