January 18, 2021, 02:34:31 AM
Forum Rules: Read This Before Posting


Topic: Retrosynthetic analysis  (Read 260 times)

0 Members and 1 Guest are viewing this topic.

Offline DahlEp

  • Very New Member
  • *
  • Posts: 2
  • Mole Snacks: +0/-0
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  ???

Offline rolnor

  • Chemist
  • Sr. Member
  • *
  • Posts: 1168
  • Mole Snacks: +75/-5
Re: Retrosynthetic analysis
« Reply #1 on: December 31, 2020, 06:25:41 AM »
Can you make a 1,4-addition somehow, as a start?

Offline DahlEp

  • Very New Member
  • *
  • Posts: 2
  • Mole Snacks: +0/-0
Re: Retrosynthetic analysis
« Reply #2 on: December 31, 2020, 06:33:36 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.

Offline rolnor

  • Chemist
  • Sr. Member
  • *
  • Posts: 1168
  • Mole Snacks: +75/-5
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?

Sponsored Links