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Natural Science Forum / Chemistry / Organic Synthesis / October 2003



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Help with synthetic reactions

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GreenEggsNSpam - 27 Oct 2003 17:27 GMT
Hello everyone

I am a second semester organic chemistry student.  My class focuses a lot on
organic synthetic pathways.  Most of our synthesis reactions are 5-8 steps.
I've read in our book a little bit about retrosynthesis, in order to help
improve working out the problems, but I was just curious if you guys had any
suggestions to offer on little key points to notice that make connecting the
reactiosn much easier.

Thanks
GreenEggsNSpam

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Paul J. Franklin(moderator - sci.chem.organic.synthesis)
http://organicworldwide.net/sci.chem.organic.synthesis
Georgia State University <chepjf@panther.gsu.edu>
Atlanta, GA

Uncle Al - 28 Oct 2003 18:03 GMT
> Hello everyone
>
[quoted text clipped - 4 lines]
> suggestions to offer on little key points to notice that make connecting the
> reactiosn much easier.

There are a huge number of books on connection and synthon
approaches.  You start at the end and unravel the molecule to
acceptable starting materials.  If you are good, you can look at the
gestalt and see higher order disconnections (e.g., multi-component
reactions like biomimetic assemblage of the atropine skeleton, the Ugi
reaction, domino Diels-Alder, zipping difarnesyl skeletons to
steroids, etc.).   Helicene assembly is clever.  Thomas Katz at
Columbia University assembling helicenes is cleverer.

Parallel assembly gives much better yields than serial assembly - and
if you screw up, all may not be lost back to the first starting
material.

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Uncle Al
http://www.mazepath.com/uncleal/
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"Quis custodiet ipsos custodes?"  The Net!
--
Paul J. Franklin(moderator - sci.chem.organic.synthesis)
http://organicworldwide.net/sci.chem.organic.synthesis
Georgia State University <chepjf@panther.gsu.edu>
Atlanta, GA

Ivana Fleischer - 31 Oct 2003 19:53 GMT
http://www.uea.ac.uk/~c286/notes/retrosynthesis.htm
This was made for students. This text is helpful and not very complicated,
with many examples. You need two things to be able to do organic synthesis
well: knowledge and logical thinking.
Ivana.

> Hello everyone

> I am a second semester organic chemistry student.  My class focuses a lot on
> organic synthetic pathways.  Most of our synthesis reactions are 5-8 steps.
> I've read in our book a little bit about retrosynthesis, in order to help
> improve working out the problems, but I was just curious if you guys had any
> suggestions to offer on little key points to notice that make connecting the
> reactiosn much easier.

> Thanks
> GreenEggsNSpam

Signature

Paul J. Franklin(moderator - sci.chem.organic.synthesis)
http://organicworldwide.net/sci.chem.organic.synthesis
Georgia State University <chepjf@panther.gsu.edu>
Atlanta, GA

 
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