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Topic: Retrosynthetic analysis  (Read 1414 times)

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Offline DahlEp

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Retrosynthetic analysis
« on: December 30, 2020, 05:53:30 PM »
I have difficulties understanding this topic...
I have to go from the top molecule, to all the reagents written on the first picture, by using retrosynthesis. I tried something but I'm sure I made a mistake with the diethyl malonate. Plus I don't understand where to use CH3-I and Cu-I. i thought about cross coupling reactions (I can only choose between Kumada/Suzuki/Heck/Goldberg/Ullman/Hartwig-Buchwald)
Could anyone please help me with this retrosynthesis and the forward reaction mechanism?
I'm really stuck  ???
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Offline rolnor

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Re: Retrosynthetic analysis
« Reply #1 on: December 31, 2020, 06:25:41 AM »
Can you make a 1,4-addition somehow, as a start?
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Offline DahlEp

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Re: Retrosynthetic analysis
« Reply #2 on: December 31, 2020, 06:33:36 AM »
Quote from: rolnor on December 31, 2020, 06:25:41 AM
Can you make a 1,4-addition somehow, as a start?

I tried. But I still can't figure out where I should use CH3-I and CuI. Someone I know said something about using CH3-I when going from diethyl malonate to ethyl methacrylate but I don't really understand it.
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Offline rolnor

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Re: Retrosynthetic analysis
« Reply #3 on: December 31, 2020, 12:20:17 PM »
You need CuI to catalyze the 1,4-addition of the Grignard. How can you then introduce a methyl group?
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