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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: jasonrhie on April 14, 2017, 11:45:13 AM

Title: I need help with mechanisms
Post by: jasonrhie on April 14, 2017, 11:45:13 AM

i've been working with this problem for hours but i still can't understand how its done.

Title: Re: I need help with mechanisms
Post by: spirochete on April 18, 2017, 09:39:45 PM

Are you sure there's not a typo there? It seems very obvious if the oxygen had not shifted over one carbon...

Title: Re: I need help with mechanisms
Post by: orgopete on April 21, 2017, 04:54:21 PM

Apparently R.B. Woodward postulated a two stage rearrangement for this reaction. You should be able to deduce the first intermediate which may be a clue to the final step.