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Articles Archive for October 2007

Still In The RBF »

[21 Oct 2007 | 12 Comments | 6,475 views]

Breit, Rein, Demel, Outten and Netscher. ACIEE, 2007, EarlyView. DOI: 10.1002/anie.200703268.
Just a short post to mention a nice little synthesis of this tocopherol by Bernhard Breit’s group at Freiburg. I first came across his work when I saw him present at OMCOS-13 in Geneva, and have been quite a fan since. This synthesis concerns his “Reagent Directing Group” (RGD) approach, which he’s been working on for a few years now (though wasn’t the originator of the idea). The concept is simple – use the …

Still In The RBF »

[15 Oct 2007 | 36 Comments | 17,154 views]

Fukuyama, Miyazaki, Yokoshima, Simizu, Osada and Tokuyama. Org. Lett., 2007, ASAP. DOI: 10.1021/ol702040y.
Phew! That was quite a read. I hope you’re all impressed with the target of this total synthesis already – that’s one complex beastie! And it’s not all looks – there’s some potent microtuble inhibition going on too. This isn’t the first synthesis – there’s been a few of the natural product and of analogues, notably that of Phil Magnus back in ’92. In this paper they document the synthesis of the …

Still In The RBF »

[10 Oct 2007 | 21 Comments | 7,628 views]

Gademann, Bonazzi, Güttinger, Zemp and Kuta. ACIEE, 2007, EarlyView. DOI: 10.1002/anie.200703134.
I’ll start by admitting that when I saw this structure in the Angewandte EarlyView list of abstracts I though “great, aldols and wittigs…” and moved on to the next article. I was partially correct, in that there are certainly aldol reactions in this paper, but there’s a whole lot more too. Gademann starts by talking about “selectivity or pRB tumor suppressor inactivated, immortalized cells”, which means little to me, so I’m glad he goes …

Still In The RBF »

[8 Oct 2007 | 12 Comments | 5,762 views]

Mulzer, Kögl, Brecker and Warrass. ACIEE, 2007, EarlyView. DOI: 10.1002/anie.200703457.
A second Angewandte from the Mulzer lab in but a few weeks, this synthesis shares a little with the previous post on Platensimycin. Both natural products contain tightly functionalised polycyclic systems, and both are potent antibiotics. However Pasteurestin A&B are active against bovine illness, not human, so are humbled slightly in that respect. This synthetic work consists of the first synthesis and also confirmation of assignment, so lets get into the chemistry.

The chemistry …