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Articles Archive for May 2008

Still In The RBF »

[27 May 2008 | 30 Comments | 12,578 views]

Overman, Martin and Rohde. JACS, 2008, ASAP. DOI: 10.1021/ja803158y.
Can a target scream ‘Overman’ any more?! And, yet again, his approach to this little beastie is as smart and unique as ever. But before we get into the synthesis, let’s find out if it’s go well with the morning aspirin… Turn’s out it’s ‘…an inhibitor of carboxypeptidase U (CPU)…'; this is interesting, as CPU itself inhibits the removal of fibrin clots, so one might expect actinophyllic acid to favour the fibrinolysis process. Certainly …

Still In The RBF »

[20 May 2008 | 53 Comments | 27,412 views]

Baran, Shenvi, Guerrero, Shi and Li. JACS, 2008, ASAP. DOI: 10.1021/ja8023466.
Wow, a bit of steriod chemistry! A blast-from-the-past or what? And, in certain respects, the chemistry Baran has used to complete what is effectively a semi-synthesis is pretty old-school too. That does him a lot of credit in this situation, as many a chemist has learned that the subtleties of steroid architecture to be worked with, not against.
So what does this steroid do, and would Dwayne Chambers like some? It’s actually got …

Still In The RBF »

[13 May 2008 | 50 Comments | 20,739 views]

McDonald and Tong. ACIEE, 2008, EarlyView. DOI: 10.1002/anie.200800749.
An intriguing approach to this molecule, McDonald has decided upon a biosynthetic route, in which the ‘molecular zipper’ idea is employed. This idea has been pondered upon and used for years (with a notable paper by Jamison in Science last year). However, impressive as the biomimetic transformation is, quite often the synthesis of the substrate is a lengthy and drawn-out affair. Not so in McDonald’s work. This is actually a second generation synthesis – a …

Still In The RBF »

[6 May 2008 | 36 Comments | 11,378 views]

Carreira, Szpilman and Manthorpe. ACIEE, 2008, EarlyView. DOI: 10.1002/anie.200800590. Carreira, Szpilman, Cereghetti, Wurtz, and Manthorpe. ACIEE, 2008, EarlyView. DOI: 10.1002/anie.200800589.
Once again, I’ve strayed off my brief and into the terratory of ‘not-really-a-natural-product’. However, this bad-boy is close enough, and is actually just yer plain-boring-old-amphotericin B with a hydroxyl group lopped-off. Designed by Carreira to probe some-biological thingy,1 he’s developed a completely new route to the target-class. Previous syntheses of the parent compound are limited to one KCN number from the late …