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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: billystark on April 11, 2022, 10:36:07 AM

Title: Claisen Condensation
Post by: billystark on April 11, 2022, 10:36:07 AM
Hello, I am trying to come up with a synthetic pathway for this molecule using only the Claisen condensation reaction, and I can't seem to manage. Any help?

Title: Re: Claisen Condensation
Post by: OrganicH2O on April 21, 2022, 02:30:43 PM
Claisen condensation forms a C-C bond. You just have to think: where in the product can the C-C bond be identified, based on the special relationship between the two functional groups that is created by the process? Also, this looks like a double crossed Claisen between two molecules that both contain two esters. the first Claisen links them together, and the second Claisen forms a ring.

Technically there are probably two possibilities: one involving a ring formation, and another with carbonate esters as the electrophile. Maybe the ring formation is better, and they don't always teach the carbonate ester version in introductory classes.