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Topic: Synthesis from 2-cyclohexenona  (Read 1761 times)

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Offline Altered State

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Synthesis from 2-cyclohexenona
« on: September 28, 2013, 04:43:26 PM »
I've found this exercise, and I'm getting a bit mad...

In need to synthetize this compound from 2-cyclohexenone



So far I think that I'm gonna need a Michael reaction, specifically a robinson reaction... But I cant figure out which ketone reagent is the apropriated to reach the final product. Do you think this is correct? In that case, any hint about what can I use?
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Offline orgopete

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Re: Synthesis from 2-cyclohexenona
« Reply #1 on: September 28, 2013, 10:38:35 PM »
I agree this looks like a Robinson annelation. I suggest you work backwards from that reaction, hint with ethyl vinyl ketone.
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Offline Altered State

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Re: Synthesis from 2-cyclohexenona
« Reply #2 on: September 29, 2013, 10:29:20 AM »
Got it. Reduced starting product to cyclohexanone, added -CH2Ph, and then just reaction with ethyl vinyl ketone will give the product.
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