Sunday, 5 May 2013

#chemclub Roundup 8

Here's the regular roundup of papers posted to #chemclub. For the first time I'm including recent blog posts that discuss individual papers, as I mentioned earlier this week. If you've seen any around that I've missed, leave a link in the comments below.

#chemclub will be expanding further soon; if you want to get involved, get in touch!

From around the web come a couple of very nice articles. Brandon Findlay of ChemTips discusses a recent paper by Wagner and Rychnovsky, from UC Irvine. It's a very nice post and a very nice paper. Without giving too much away, in Brandon's words this paper takes a kinetic resolution "from interesting to awesome".

Over at ChemistryWorld, Paul Docherty gives a brief history of a natural product, namely kingianin A, and a recent total synthesis by Drew et al. This paper was posted to #chemclub a while ago, incidentally. His discussion of it is very accessible, linking the art of total synthesis to biosynthesis.

Alex Goldberg shares a JACS paper by Nani and Reisman, reporting a selective intramolecular cyclopropanation reaction. It's a thorough piece of work that demonstrates the advantages of this approach over similar methods. Some of the products look very challenging, too, including some fully-substituted cyclopropanes produced in >90% yield.

Regular chemclub contributor Vittorio Saggiomo shares a new paper by Addy Pross about his concept of dynamic kinetic stability. I'm a fan of this work and look forward to experimental models to test its validity; if you're interested in how biology (and particularly evolution) may be thought of as emerging from chemical laws, this is really worth a read.

Legendary fluorine fan Dr. Jess shares a paper about fluorination. This looks like useful work: here, fluorine replaces hydrogen at otherwise-unactivated benzylic sp3 positions, uses pretty mild conditions, and tolerates a selection of typical functional groups (aryl halides, ketones, amines, esters...). There are a few problems (high catalyst load and generally modest yields) but it looks promising to me.

That's it for this week; share what you're reading on Twitter under the hashtag #chemclub.


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