[xshadow]

Have this reaction:




( I know only reagents of all steps)
I'm stuck on the last step

It says I get two products.
I think the CH3O- can generete three enolates ( or I get only the thermodynamic  enolate? The more substituted one)lthat can all react with the three esteric functional groups of another molecule 

But I'll get more than two product?!!?

Any help thx

[Meter]

I would look into whether or not you could close the ring again. There is a characteristic intramolecular reaction involving two identical ester moieties and their corresponding alkoxide base. Do you know it?

[xshadow]

I would look into whether or not you could close the ring again. There is a characteristic intramolecular reaction involving two identical ester moieties and their corresponding alkoxide base. Do you know it?

claisen condensation between the two esteric groups at the  tow end side of the molecule ? 
And the alkoxide is needed to form the enolate (and I use the corresponding alkoxide in order to  avoid the alkoxide competitive nucleophilic substitution at C=O )
I should get a 5 membered ring

[Meter]

I would look into whether or not you could close the ring again. There is a characteristic intramolecular reaction involving two identical ester moieties and their corresponding alkoxide base. Do you know it?

claisen condensation between the two esteric groups at the  tow end side of the molecule ? 
And the alkoxide is needed to form the enolate (and I use the corresponding alkoxide in order to  avoid the alkoxide competitive nucleophilic substitution at C=O )
I should get a 5 membered ring

Sounds about right. Small detail, but an intramolecular Claisen condensation is called a "Dieckmann condensation".

[xshadow]

I would look into whether or not you could close the ring again. There is a characteristic intramolecular reaction involving two identical ester moieties and their corresponding alkoxide base. Do you know it?

claisen condensation between the two esteric groups at the  tow end side of the molecule ? 
And the alkoxide is needed to form the enolate (and I use the corresponding alkoxide in order to  avoid the alkoxide competitive nucleophilic substitution at C=O )
I should get a 5 membered ring

Sounds about right. Small detail, but an intramolecular Claisen condensation is called a "Dieckmann condensation".

Ahhh , ok!
Thanks

[rolnor]

O3 can give you 2 aldehyde groups also.

[Meter]

O3 can give you 2 aldehyde groups also.

That is also what he wrote.

[rolnor]

That is also what he wrote.
[/quote]

I dont see this?

[Meter]

Rolnor: You're referring to the O3 reaction after the Diels Alder reaction, right?