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Topic: Retrosynthetic analysis exercise  (Read 2155 times)

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Offline quantumnumber

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Retrosynthetic analysis exercise
« on: September 07, 2014, 07:48:19 AM »
Hi everyone,

I try this retrosynthetic analysis, could you take a look? Does it look right?
Thanks!

Offline discodermolide

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Re: Retrosynthetic analysis exercise
« Reply #1 on: September 07, 2014, 10:45:45 AM »
I would quibble with where you put the squiggly lines.
The very first step, what you wrote implies an aldehyde rather than the acid. Move the line to the C-O bond to give an acid and a "C+" unit as retrons. You therefore need an alcohol and an acid.
The second point is the Diels-Alder reaction, are you sure of the regioselectivity?
Otherwise ok. My points are really minor.


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Offline quantumnumber

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Re: Retrosynthetic analysis exercise
« Reply #2 on: September 07, 2014, 11:05:41 AM »
I would quibble with where you put the squiggly lines.
The very first step, what you wrote implies an aldehyde rather than the acid. Move the line to the C-O bond to give an acid and a "C+" unit as retrons. You therefore need an alcohol and an acid.
The second point is the Diels-Alder reaction, are you sure of the regioselectivity?
Otherwise ok. My points are really minor.

I appreciate your response a lot. Thanks!

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