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Articles tagged with: RCM

Still In The RBF »

[17 Nov 2009 | 32 Comments | 15,248 views]
Fostriecin

McDonald, Robles. Org. Lett., 2009, ASAP. DOI: 10.1021/ol902365n.
It’s been a little while, but there’s been nothing too exciting (total synthesis-wise) in JACS or ACIEE.  However, a quick glance in Org. Lett. produced a veritable cornucopia of syntheses, with this lesson in catalysis nudging to the fore.
The target is a newbie to this website and to me too – but not to the chemical community at large.  Indeed, the list of prior syntheses is quite unnerving for the prospective student-synthesizer, including Kobayashi, Boger, Cossy, Shibasaki, Reddy…  This brings a certain amount of knowledge, …

Still In The RBF »

[11 Oct 2009 | 36 Comments | 15,676 views]
Aigialomycin D

Barrett, Calo, Richardson. Org. Lett., 2009, ASAP. DOI: 10.1021/ol901979x.
Macrolactones?  From Barrett?  It’s not his usual fayre, but as is more normal, there is a twist in the synthesis.  I think most chemists (or at least me…), when presented with a target like aigialomycin, would think about buying-in the aromatic portion, and then trying to bolt on the styrene-type olefin and building around.  However, with his interests in reactive intermediates, Tony Barrett (of IC, London… just down the road), it comes of no real surprise to me that he …

Still In The RBF »

[14 Jul 2009 | 20 Comments | 11,606 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 »

[10 May 2009 | 31 Comments | 12,459 views]
Amphidinolide X

Lee, Jung. ACIEE, 2009, EarlyView. DOI: 10.1002/anie.200900865.
Another month, another amphidinolide – but we’re getting pretty close to the end of the alphabet now.  Actually, I’m (as ever) being rather over-the-top – we’ve not actually covered that many, but X & Y (as well as being an affront to my ears) were blogged in 2006, where the focus was on the THF synthesis.  This is the case again with Eun Lee’s synthesis, which almost disregards the polyketide-style sections.
The key to his synthesis of the THF is a …

Still In The RBF »

[2 Feb 2009 | 29 Comments | 16,713 views]
Valerenic Acid

Mulzer and Ramharter.  Org. Lett., 2009, ASAP. DOI: 10.1021/ol9000137. 
Mulzer’s1 work is starting to form a theme, at least in my mind, of small, complex and (mostly) highly oxidised natural products, made with whatever tools are most appropriate, rather than shoe-horning in methodology.  He also seems to work his students individually, or in small teams – not unlike my schooling, and one that I certainly appreciated.  Today’s synthesis is that of a GABA receptor modulator, valerenic acid.  For the uninitiated, the GABA receptor (?-aminobutyric acid) is a key component in neurotransmittion, but has …