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Topic: Separating aldol  (Read 3840 times)

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Offline a confused chiral girl

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Separating aldol
« on: June 13, 2007, 08:37:47 PM »
Hi,

I'm wondering if anyone could please draw how this structure would look like after it's separated into the carbonyl electrophile and enolate nucleophile.

thanks!


Offline Custos

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Re: Separating aldol
« Reply #2 on: June 14, 2007, 02:11:14 AM »
As a general rule of thumb to go backwards from an aldol condensation look for the beta-keto alcohol, and push the electrons as shown - the proton falling off, tha alcohol becomes the carbonyl electrophile and the resulting anion is stabilized by an adjacent carbonyl.

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