Re: ORGLIST: Oxidation

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From: Antonello Mai and Gianluca Sbardella (r.ragno$##$caspur.it)
Date: Mon Apr 06 1998 - 01:41:07 EDT


On Fri, 3 Apr 1998, D. Vijaykumar wrote:

>
> Hi
>
> Does anybody know a way to oxidize secondary alcohol in the presence of
> primary (without having to through protecting process).
>
> Thanks
>
> vijay
> vijay$##$orgchem.iisc.ernet.in
>
If the secondary alcohol is benzilic you can sure achieve your goal with
manganese (IV) oxide in methylene chloride as a solvent, romm temperature.
You have to use a great deal of reagent for the reaction be quick (I
usually use 20 eq and the reaction is complete in 1 hour yelding more than
98% of oxidated product).

Hope this helps,

Gianluca "Merlino Sbardella

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