[9 Dec 2014 | 2 Comments | 1,718 views]
Wrapping things up…

Yes, there’s finally a new post on this blog. But this is not the post you’re looking for…
It’s time to wrap things up with this blog, which is a really tough thing to say. After 365 posts, and more than 8000 (mostly on-topic) comments, this a chapter of my life I don’t really want to give up. But the practicalities life and my career don’t really permit it. This website was really active for about four years, and I’m proud to say that we (and this really is a “we”) …

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Still In The RBF »

[30 Oct 2011 | 38 Comments | 20,529 views]
Daphmanidin E

Carreira, Weiss. ACIEE, 2011, EarlyView. DOI: 10.1002/anie.201104681   
Now that’s a busy polycyclic ring-system!!  Three five-membered rings, two six-membered rings and one seven (depending, of course, on how one counts the ring sizes.  Anyone read the IUPAC Gold Book last night?) – adding up regardless of maths to one hell of a synthetic challenge.  And there’s even some token biological activity to aim for – this bad-boy has some moderate vasorelexant acitivity next to rat aorta.  (When the paper mentions ‘moderate’ activity, we can be pretty sure it does very little indeed…) …

Editorial »

[18 Sep 2011 | 32 Comments | 27,838 views]
An Egotistical Diatribe

One of the most impressive results of sharing thoughts on the internet the speed of insight – it doesn’t take long for two and two to bump together neatly. Last year, some bright sods noticed that I’d changed my by-line in my Chemistry World column. When once it said “Paul Docherty is a medicinal chemist based in London, UK”, it now reads “Paul Docherty is a science writer and blogger based in London, UK”. With my Facebook, Linked-In and Google+ accounts reflecting the change in more detail, it’s not surprising …

Still In The RBF »

[4 Sep 2011 | 64 Comments | 23,895 views]
Maoecrystal Z

Reisman, Cha, Yeoman. J. Am. Chem. Soc, 2011, ASAP. DOI: 10.1021/ja2073356 
A busy couple of weeks in the Reisman lab, it appears – really nice syntheses of the Cepharatines and 8-Demethoxyrunanine in Angewandte (doi: 10.1002/anie.201104487), but I decided to blog this tasty synthesis of Maoecrystal Z.  Of course, this isn’t the first member of that family that I’e blogged – the seminal synthesis of Maoecrystal V made my December 2010 column in Chemistry World.  I remember when I wrote that piece that the pseudo-3D structure used to represent the target annoyed …

Still In The RBF »

[14 Aug 2011 | 19 Comments | 17,419 views]
N-Methylwelwitindolinone C

Garg, Huters, Quasdorf, Styduhar. JACS, 2011, ASAP. DOI: 10.1021/ja206538k
Technically beaten to the finish-line by Rawal (JACS in March), but still the first asymmetric synthesis of the Welwitindolinone family, this synthesis is one of many contributing to a hell of a year for Neil Garg.  I think the key to the synthesis was picking the perfect starting point – and dealing with poor yields that get you seriously further forwards.
That critical starting point is  fantastically smelling (S)-Carvone.  Not only does this make the lab (and presumably the chemist, his notebook, …

Guest Post, Still In The RBF »

[6 Aug 2011 | 17 Comments | 15,974 views]
Omphadiol

Romo, Liu. ACIEE, 2011, 50, 7537-7540. DOI: 10.1002/anie.201102289
Guest Blogger: SPF
What if I’d ask you to synthesize this little molecule with six neighbouring stereocenters from biologically available material? Oh, by the way you can’t use any protecting groups and keep it short! Sounds impossible? Not according to Romo et al.. They’ve achieved the synthesis of this stereo-dense molecule in 10 steps from (R)-carvone (Mmmhhh spearmint). (+)-Omphadiol belongs to the africanane (guess where they grow) family of sesquiterpenes. Its brothers and sisters show some significant bioactivity, but due to insufficient …

Guest Post, Still In The RBF »

[29 Jul 2011 | 10 Comments | 15,412 views]
Trigonoliimines A-C

Guest Blogger: See-Arr-Oh
Han and Movassaghi, JACS 2011, 10768-10771. DOI: 10.1021/ja204597k ; Qi, Bao, and Tambar, JACS 2011, 10050-10053. DOI: 10.1021/ja203960b .
It’s not too often JACS publishes total syntheses anymore, since their role as a general chemistry journal means every newly built molecule competes against quantum dots, in silico simulations,  or new battery materials. So you can imagine my utter shock and delight at finding not one, but two almost back-to-back syntheses in the past month!  First, the Porco / Ready combination of Kibdelone C, followed closely by two syntheses …

Still In The RBF »

[2 Jul 2011 | 23 Comments | 20,480 views]
Loline

Trauner, Cakmak, Mayer. Nat. Chem., 2011, 3, 543. DOI: 10.1038/nchem.1072
Simple tricyclic morpholine derivative with four stereocenters. Can’t take that much effort, can it? Well, yes it can – and it’s amazing how tricky this little beastie is! Trauner explains in the informative introduction that only one successful synthesis has been completed – taking twenty steps to get to the racemic target. Clearly that leaves the team in Germany with a lot of room for improvement.

The team made the first intermediate in the scheme …