Guest Post, Still In The RBF »

[16 Jun 2011 | 29 Comments | 24,692 views]
Cyanolide A Aglycon

Rychnovsky, Gesinski. JACS, 2011, ASAP. DOI: 10.1021/ja204228q
Guest Blogger: See-Arr-Oh
When I first saw the dimeric gamma-substituted pyran motif in this molecule, I said “Gotta be Rychnovsky” (or maybe Wender).   Throughout his career at UC-Irvine, Scott Rychnovsky has been the master of the TMS-promoted diastereoselective Prins cyclization, which he has applied to the synthesis of at least 10 macrolides.  Until now, however, none have been attempted sans protecting groups!
Cyanolide A was isolated in 2010, and it’s already been the target of four total syntheses.  Perhaps this is due to …

Still In The RBF »

[11 Jun 2011 | 7 Comments | 11,140 views]
Aspidophylline A

Garg, Zu, Boal. JACS, 2011, ASAP. DOI: 10.1021/ja203227q
So – when one ‘old-schools-up’ a synthesis, is that a homage, or just ho-hum?  I guess it comes down to two things – the reactions used, and the overall synthetic strategy.  Use them in the correct manner, and it comes across as the sweetest synthesis; or alternatively as a [ctrl-C] [ctrl-V] bore-fest;  Garg’s synthesis of Aspidophylline A is most definitely the former.
The target is a member of a large family of alkaloids isolated in 2007, bearing the somewhat unusual furoindoline …

Chemistry World, Still In The RBF »

[5 Jun 2011 | 5 Comments | 10,622 views]

Fukuyama, Tokuyama, Han-ya. ACIEE, 2011, 50, 4884. DOI: 10.1002/anie.201100981
Not a full post, but it’s time to get some of these Chemistry World articles on here.  This once is the most recent, in the June issue, and follows Tohru Fukuyama’s synthesis on Conophylline – a really neat piece of work, especially when you consider how sensitive some of the functionality here is.  How many of you knew of the Polonovski-Potier reaction?

Still In The RBF »

[19 Feb 2011 | 53 Comments | 49,487 views]

Vanderwal, Martin. Chem. Sci., 2011, Advance Article.DOI: 10.1039/C1SC00009H
Yep, it’s back.  However, no promises as to when I write my next total synthesis article!  The next blog post will in-fact be an egotistical diatribe – explaining what I’m doing now, and why my life has got a bit busier.  But if anything was going to haul my arse back on-line, it’s sweet little syntheses like this one!  As I’ve written about before, Strychnine has a bit of history to it, bound inextricably with the career of one Robert …

Chemistry World, Still In The RBF »

[13 Dec 2010 | 61 Comments | 39,291 views]
Maoecrystal V

Yep, I didn’t quite manage a new post – blame it on the ‘flu.  But I also don’t want this article on Maoecrystal V to fall between the cracks.  I think it’s awesome that this target has been conquered, but I’m not sure that this paper is the fullest explanation of the science used to do it.

Still In The RBF »

[24 Oct 2010 | 116 Comments | 62,716 views]

Ramharter, Mulzer, Weinstabl. JACS, 2010, 132, 14338-14339. DOI: 10.1021/ja107533m
I love the fact that one can just look at a molecule and then guess the author of the synthesis.  And when I first glanced at Lycoflexine, the name Johann Mulzer was at the top of my mind.  (However, on closer inspection, the starred author is one Juergen Ramharter, even though Mulzer is also named…)  This makes me smile for two reasons – firstly, Mulzer always works on small, yet interesting targets.  Secondly, I routinely learn something new in his work.
To say …

Editorial »

[6 Oct 2010 | 48 Comments | 30,346 views]
Nobel Prize in Chemistry Announced

Just a quick post-ette to congratulate Richard Heck of the University of Delaware, Ei-ichi Negishi of Purdue University, and Akira Suzuki of Hokkaido University for finally getting the recognition they deserve.  Decades of science have relied upon the palladium mediated reactions these guys pioneered, and it’s great to see that recognised.  I also feel that these are the correct chosen three in what is now a huge field, but I’m sure not everyone agrees.
Some links:  Nobel Announcement – Guardian – BBC.
I’m also glad that the Graphene chemistry was acknowledged this year, making this year a …