[phoenixrising]

I'm not sure how to solve this one

In my notes I have:

Deprotonation occurs at the alpha-C containing 2 hydrogens so that the reaction can go on to the alpha-beta unsaturated ketone via dehydration of the aldol addition product to form the aldol condensation product.

I don't what what's going on anymore

[discodermolide]

What is the compound at under the scheme?

[phoenixrising]

What is the compound at under the scheme?

What i guessed it would look like

[discodermolide]

Well you missed out a complete ring.
OK the CH2 protons next to the ketone, one is removed by NaOH to give what?

[phoenixrising]

Well you missed out a complete ring.
OK the CH2 protons next to the ketone, one is removed by NaOH to give what?

The C is deprotonated...
OH^- attacks one of the 2 alpha hydrogens on the first cyclic structure, and in the process, 2 electrons go to that carbon 2, which now possesses a negative charge...So I'm assuming it will attack something?

[discodermolide]

You mean this structure
?

Why is this "stable" and what will it attack?

[phoenixrising]

You mean this structure
?

Why is this "stable" and what will it attack?

It's stable because of resonance...one of the bonds in the C=O bond can stabilize that negative charge and vice versa.

But that nucleophilic C will attack the aldehyde, right?
Particularly the carbonyl (C=O) on that aldehyde.

[discodermolide]

Yes, both statements are OK. Now if it attacks the aldehyde carbonyl what product do you get?

[phoenixrising]

Yes, both statements are OK. Now if it attacks the aldehyde carbonyl what product do you get?

Ohhh
Ok ok! Can you hold on ooone second..imma draw you a full blown pushing mechanism because it's starting to make sense!!

[discodermolide]

WOW, I'll wait.

[phoenixrising]

Yes, both statements are OK. Now if it attacks the aldehyde carbonyl what product do you get?

ok im back!!
This is what i did...



Is that right?

[phoenixrising]

I'm not sure if that's my final/major organic product though 

[discodermolide]

Yes, That's ok, one thing it would be worth showing the resonance structures of the anion.
However, there is still one more step to go, what is it?

[phoenixrising]

Yes, That's ok, one thing it would be worth showing the resonance structures of the anion.
However, there is still one more step to go, what is it?

Alcohol condensation?

hold on lemme upload the next picture

[discodermolide]

Yes it's an aldol condensation http://www.organic-chemistry.org/namedreactions/aldol-condensation.shtm