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Chemistry World »

[31 Jul 2009 | 5 Comments | 8,843 views]
Lyconadin A

Latest piece for the RSC in Chemistry World.  A bit cheeky – I promised a new post, but that’ll have to wait a day or two.  I have been busy though – have a look here too, at an interview about the NaH debate.

Methods »

[22 Jul 2009 | 211 Comments | 167,135 views]
NaH as an Oxidant – Liveblogging!

As many of you will have noticed in the comments to the previous post (which was thoroughly hi-jacked), an intriguing paper has been published in JACS by Xinbo Wang, Bo Zhang and David Zhigang Wang.  In this, they suggest it is possible to oxidise benzylic alcohols to the corresponding ketones using sodium hydride (amongst other chemistry).  Given that sodium hydride is, well, a hydride – this is quite something.  Does it work?  Hard to say without giving it a go, so I am.

We had this gear in the lab, so …

Still In The RBF »

[21 Jul 2009 | 32 Comments | 20,759 views]
Tricholomalides A & B

Danishefsky, Wang, Min. JACS, 2009, ASAP. DOI: 10.1021/ja9049433.
I’m still wading through the bumper-Tetrahedron issue flagged-up in the comments, but halfway through reading Amos Smiths spongistatin epic I noticed a new Danishefsky paper in JACS.  So whilst I man-handle Amos’ tour-d’force into bite-sized-chunks, here’s a smart slice of typical Danishefsky.
Initial work on the target was published in a rather nice Tet. Lett. last year, and that’s where the synthetic action starts.  A well known Robison Annulation created a 6,5-fused enone in a racemic fashion, which Danishefsky cyclopropanated …

Still In The RBF »

[14 Jul 2009 | 20 Comments | 11,742 views]
Polyanthellin A

Johnson, Campbell, Qi. JACS, 2009, ASAP. DOI: 10.1021/ja904136q.
Sorry for the lack of blogging, folks – I’ve been feeling a bit under the weather, but I assure you, it’s not H1N1…  However, it seems like the res of the world is getting on with it, with several nice syntheses in JACS just now.  Lyconadin A is headed for Chemistry World, later this month, whilst plicatic acid is line behind polyanthellin A. Hopefully, sticking the latter into the Tot. Syn. search box (operated by trained hamsters) will …

Still In The RBF »

[6 Jul 2009 | 35 Comments | 22,985 views]
Haplophytine

Fukuyama, Tokuyam, Ueda, Satoh, Matsumoto, Sugimoto. ACIEE, 2009, ASAP. DOI: 10.1002/anie.200902192.
And it’s done.  It took almost as long to finish as it took Wiley to finally put it online (are they using dial-up modems?), but it’s finally here, after many (as yet) unsuccessful attempts [Corey, Padwa, Nicolaou].  Unfortunately, its difficult to know exactly what were the more challenging issues, as this is a very compact communication – we’re gonna have to wait even longer for the full paper.  However, we can marvel at the more obvious …

Chemistry World, Still In The RBF »

[2 Jul 2009 | 15 Comments | 8,224 views]
Cochleamycin

Latest piece for the RSC in Chemistry World.