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Topic: Swern Oxidation  (Read 1941 times)

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Offline AlphaScent

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Swern Oxidation
« on: March 31, 2014, 10:59:15 AM »
Hey all,

I am going to be doing an oxidation of (12Z)-hexadecen-1-ol to the corresponding aldehyde.  I have been told by a professor that if I read the original Swern paper they mention long aliphatic chains do react very well under Swern conditions.  Does anyone have the original paper?  I do not have access to Science Direct.

I am hoping to avoid PCC.

Cheers
If you're not part of the solution, then you're part of the precipitate

Offline discodermolide

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Re: Swern Oxidation
« Reply #1 on: March 31, 2014, 11:03:19 AM »
I don't have the paper but here is a useful reference:
http://pubs.acs.org/doi/abs/10.1021/jo00406a041
Titel:
Oxidation of long-chain and related alcohols to carbonyls by dimethyl sulfoxide "activated" by oxalyl chloride
by
Anthony J. Mancuso , Shui-Lung Huang , Daniel Swern
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Offline AlphaScent

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Re: Swern Oxidation
« Reply #2 on: March 31, 2014, 11:35:19 AM »
Awesome!!

Thanks a ton!!
If you're not part of the solution, then you're part of the precipitate

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