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Author: Subject: CIS to TRANS conversion
shrent
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sad.gif posted on 11-5-2006 at 08:51
CIS to TRANS conversion


Hi Dears !

I made a Cycloaliphatic Amine by reduction of its oxime. Amine received as mixture of CIS & TRANS isomers & it has been quite tedious to remove the cis isomer completely as I want only the trans amine.

Can I know about any reagents/procedure thro' which this cis amine can be converted to the trans isomer ?

Somewhere I read that some lewis acids could be used for this transformation.......but not sure.......

Pls comment......



shrent
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[*] posted on 11-5-2006 at 09:54


You'll have to convert your 50% cis amine to the imine (R2C=NH), and reduce this to get the racemic mix. From this you can isolate the trans variety. So your total yields will go up incrementally... 50%, 75%, 87.5 etc etc



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shrent
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[*] posted on 11-5-2006 at 21:03


Thanks a lot for the suggetion, dear !

But can you please explain this experimentally in detail ? Otherwise any exp. reference for this ?

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