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Topic: POTW 12-01-2015  (Read 2903 times)

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Offline Altered State

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POTW 12-01-2015
« on: January 13, 2015, 11:02:05 AM »
Here is this week's target, rules can be found here. http://www.chemicalforums.com/index.php?topic=77867.msg284036#msg284036

Here is this week problem:





Maybe too many stereocenters?
Well, I propose something like this because I want to improve my knowledge about stereochemistry control, an seeing examples is one of the best ways to do so, but feel free to propose non-stereoselective approaches too, I'll probably do one myself.
« Last Edit: January 13, 2015, 12:09:28 PM by Mitch »

Offline critzz

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Re: POTW 12-01-2015
« Reply #1 on: January 14, 2015, 06:52:06 PM »
Wow, nice molecule, lots of functional groups (does it even exist? ^^).
I always like challenges, so here is my asymmetric synthesis proposal:


Offline kriggy

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Re: POTW 12-01-2015
« Reply #2 on: January 15, 2015, 12:35:12 AM »
We have almost exactly the same path to make the heterocyclic part. I´ll post my way later today (It lacks some stereochemistry control :/ )

Offline kriggy

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Re: POTW 12-01-2015
« Reply #3 on: February 04, 2015, 09:41:14 AM »
It looks like its dying a bit.. :(
Sorry, it took me bit longer than I expected.. Not much stereochemistry control on my part, im seriously lacking in the area.

]

The 1st equivalent of grignard is to neutralize the COOH group. Im thinking that some stereochem control could be implemented but yea.. not today
« Last Edit: February 04, 2015, 09:53:51 AM by kriggy »

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