QDIS Blog

A blog about chemistry, drug development, science, and technology

January 26, 2007

New Catalyzed Reaction and Tamiflu

by @ 3:14 pm.  Filed under Science, Chemistry Articles

I recently read the C&EN article reviewing chemistry highlights from 2006. It covers a lot of interesting stuff that happened last year but two items caught my attention. One of happenings they cover is Tamaflu which I’ve posted about many times before and the other is about a new organic catalyzed asymmetric reaction. Each by themselves is fairly impressive but I find it interesting that the author did not tie the two together!!

For those of you not familiar with Tamiflu, here is the structure.

200701261106

And then here is the reaction that forms four sterocenters and three carbon-carbon bonds. It is asymmetric and catalyzed by a proline derivative. [Control of four stereocentres in a triple cascade organocatalytic reaction, Dieter Enders, et. al., Nature 441, 861 - 863 (15 Jun 2006)].

200701261120

What is amazing to me is that the author of the C&EN review didn’t comment on how related these two items are. I did not read the Nature article and maybe it does mention the possibility of using this reaction for this specific compound. I’ve not sat down to analyze what would be needed and am not familiar enough with this reaction to know what groups it might tolerate without affecting the overall reaction, but it certainly is a fascinating idea.

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