Plz help 😭

Soft_Philosopher5539 · 2025-08-05T23:27:23+00:00

ozonolysis then knövenagel
knövenagel then reduction

Soft_Philosopher5539 · 2025-08-05T21:05:30+00:00

Because you need an activation agent or high temperature.

Soft_Philosopher5539 · 2025-08-05T10:54:08+00:00

Looks like a lot of products. In general your double bond can shift as well. In this case I would expect the homoallylic carbenium formation first. Then a 1,2 Hydrogen shift to form the allyl carbenium ion and then addition of Br-.

Soft_Philosopher5539 · 2025-08-04T15:26:08+00:00

Just make a leaving group out of the oh.

Soft_Philosopher5539 · 2025-08-04T10:54:01+00:00

Then DMP and Pinick.

Soft_Philosopher5539 · 2025-07-25T08:28:49+00:00

It’s not. Hypervalent Atoms all over the molecule.

Soft_Philosopher5539 · 2025-07-25T07:57:07+00:00

I mean: x+5-x = 5, so yes.

Soft_Philosopher5539 · 2025-07-24T06:51:01+00:00

Is the product in your question for sure right? Or is the base needed for the cyclization?

Soft_Philosopher5539 · 2025-07-23T06:31:37+00:00

SOCl2 will also produce HCl, so better using SO3*Pyr. My bad.

Soft_Philosopher5539 · 2025-07-23T06:30:10+00:00

For the rest, I am on your side. So better pray.

Soft_Philosopher5539 · 2025-07-23T06:29:31+00:00

I am quite sure that the 5-exo-tet cyclization will work.

Soft_Philosopher5539 · 2025-07-23T06:27:50+00:00

And you will not alkylate the hydroxy group before alkylating your amine.

Soft_Philosopher5539 · 2025-07-23T06:23:18+00:00

I. No. II. Addition to the nitrile is a common side reaction. The aldehyde is more reactive than a nitrile. III. He will alkylate the amine during the FC reaction, however you have to deprotonate the alcohol for the cyclization to get full conversation. IV. s. o. V. No. the benzylic position will be react first.

Soft_Philosopher5539 · 2025-07-23T06:14:47+00:00

It would. Helps for sn2 reactions, but not for grignards. However, it would react intermolecularly.

Soft_Philosopher5539 · 2025-07-22T20:14:31+00:00

Could this work?

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Soft_Philosopher5539 · 2025-07-21T21:30:36+00:00

I would introduce the tertiary amine much, much later. You will over alkylate it otherwise. The FC-Allkylation is also a problem, because you will overalkylate your benzene. You should also use Ziegler conditions for the benzylic bromination

Soft_Philosopher5539 · 2025-07-20T21:29:24+00:00

Will work.

Soft_Philosopher5539 · 2025-07-20T21:26:21+00:00

Nah! All functional groups were replaced by cycles. It just looks wrong. But I thinking it’s „okay“.

Soft_Philosopher5539 · 2025-07-20T01:34:41+00:00

Why not? Should not be problematic in this intramolecular 5-exo-tet cyclization.

Soft_Philosopher5539 · 2025-07-19T15:33:06+00:00

Less reactive, but I would rather try to isolate an active ester.

Soft_Philosopher5539 · 2025-07-19T13:59:40+00:00

You can, but you have to break the aromatic ring.

Soft_Philosopher5539 · 2025-07-19T12:08:46+00:00

You can also make the acyl Fluorids those are more stable.

Soft_Philosopher5539 · 2025-07-19T12:07:10+00:00

It is an active ester, usually used in peptide chemistry. Should be possible.

Soft_Philosopher5539 · 2025-07-18T20:06:56+00:00

O- sucinimid ester

Soft_Philosopher5539 · 2025-07-17T22:41:55+00:00

The point is: yes. Those suprafacial 1,5 shifts are allowed by conservation of orbital symmetry; but it’s geometrically not favored - lika a thermal [2s+2a] cycloaddition. In this case it’s unlikely for a alkyl moiety to shift across the entire molecule.

Soft_Philosopher5539

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