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Topic: synthesis question (undergrad)  (Read 2034 times)

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Offline Soccerfool

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synthesis question (undergrad)
« on: March 22, 2014, 03:14:37 PM »
Hi everyone, first post on this forum. I'm an undergraduate trying to figure how to go from a cyclohexenone to a linked ring with cyclohexanone attached to a cyclopentene on the alpha carbon from the original compound (sorry not sure how to name this compound).
Thanks guys, I realize this is a very basic question for this forum but I really could use some help.

Offline zsinger

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Re: synthesis question (undergrad)
« Reply #1 on: March 22, 2014, 03:18:41 PM »
A picture would help us :)
       -Zack
"The answer is of zero significance if one cannot distinctly arrive at said place with an explanation"

Offline Soccerfool

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Offline Soccerfool

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Re: synthesis question (undergrad)
« Reply #3 on: March 22, 2014, 03:47:12 PM »
I was thinking possible intramolecular michael reaction by adding EtO-K+ in EtOH, then adding 1-propanone and then getting rid of the resulting OH group on the 5 carbon ring and forming that double bond by adding NaOH and heat.

Or possible doing an organcuprate reaction with LiCu(CH2CH2CHO)2 and reducing the ketone in the 5 carbon ring with NaOH, H2O and heat.
Either of these seem like reasonable, efficient syntheses?

Offline zsinger

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Re: synthesis question (undergrad)
« Reply #4 on: March 22, 2014, 04:12:23 PM »
Look up Robinson Annulation :).
         -Zack
"The answer is of zero significance if one cannot distinctly arrive at said place with an explanation"

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