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[22 Jul 2009 | 211 Comments | 173,628 views]
NaH as an Oxidant – Liveblogging!

As many of you will have noticed in the comments to the previous post (which was thoroughly hi-jacked), an intriguing paper has been published in JACS by Xinbo Wang, Bo Zhang and David Zhigang Wang.  In this, they suggest it is possible to oxidise benzylic alcohols to the corresponding ketones using sodium hydride (amongst other chemistry).  Given that sodium hydride is, well, a hydride – this is quite something.  Does it work?  Hard to say without giving it a go, so I am.

We had this gear in the lab, so …

Methods, Still In The RBF »

[8 Jun 2009 | 27 Comments | 14,081 views]
Physostigmine & Convolutamydine E

Barbas, Bui, Syed. JACS, 2009, ASAP. DOI: 10.1021/ja903520c.
Now, this is a bit of a fib already. I’m not entirely sure of Barbas’ reason for calling this paper a ‘formal total-synthesis of physostigimine’, as, whilst it is a formal synthesis, he actually stops at another natural product, esermethole.  Now, this is fine – and it’s still a formal synthesis of physostigimine, but it is moreso a total synthesis of esermethole.  Why he felt the need to call this a formal synthesis I don’t know.
It’s a shame …

Methods, Still In The RBF »

[25 Feb 2009 | 14 Comments | 15,423 views]

Nicolaou, Lim, Becker. ACIEE, 2009, EarlyView. DOI: 10.1002/anie.200900058.
Huh; you wait months for a Nicolaou synthesis, and then two come at once!  This little beastie and sporolide B dropped in Angewandte on consecutive days, both represented by abstracts drawn in the now familiar crayon-o-vision styling of La Jolla’s most-prolific chemist and photoshop abuser. Seriously, check this stuff out – this is on his home page!  The last time I saw anything like this I’d been over-doing both the ether and the geocities…

Of course, all this wouldn’t be …

Methods, Still In The RBF »

[10 Feb 2009 | 25 Comments | 14,602 views]
Spirangien A

Paterson, Findlay and Noti. Chem. Asian J., 2009, ASAP. DOI: 10.1002/asia.200800445. Article PDF Supporting Information Group Website

It’s been a rather slow week in the world of total synthesis – I normally have a check on the ASAPs and EarlyViews in JACS and Angewandte every day in Google Reader (BTW, tune directly into my brainwaves under the ‘What I’m Reading’ section on the right…), and a bit less often, I’ll read Org. Lett., Chem. Comm. and OBC. If nothing turns up, then it’s on to Chem. Eur. J, JOC, and maybe even Tetrahedron… but today I took a far eastern excursion and found this distinctly Scottish paper (66% at least…). The thoughts going through my mind at this point were firstly, 1. I recognise that structure, 2. Ah, it’s Ian… 3. …and Alison – a former housemate from when I was living in Cambridge. It wasn’t just a house we shared, though – we also shared group meetings, and I remember this strucuture coming up, as Alison had just finished Dolastatin (that’s some old-school TotSyn right there…). I actually found the pentaene moiety the more interesting chunk, but of couse Ian Paterson’s all about the aldol.

Editorial, Methods »

[29 Jan 2009 | 36 Comments | 15,982 views]
Abstract Graphics

It really is time that someone took the crayons away from KCN – the covers of the Classics books are bad enough without this crazy colouring-in competition turning up in JACS abstracts…
Also of note – nice work by Carreira in Nature today; this’ll be in my RSC Chemistry World column.

Methods »

[14 Oct 2008 | Comments Off | 2,536 views]

K. A. Woerpel et al. Mechanisms for nucleophilic substitutions of cyclic acetals: nucleophile strength versus stereoselectivity. 10.1021/ol8019956

Methods »

[9 Sep 2008 | Comments Off | 2,163 views]

P. A. Evans et al. Intermolecular rhodium-catalyzed [3+2+2] cyclization of alkenylidenecyclopropanes with acetylenes. 10.1021/ja803691p

Methods »

[2 Sep 2008 | Comments Off | 1,959 views]

P. Knochelet al. Aryl and heteroaryl indium reagents for Stille / Suzuki style coupling. 10.1002/anie.200802292

Methods »

[2 Sep 2008 | Comments Off | 2,700 views]

A. Nishida et al. Catalytic, asymmetric Danishefsky-type Diels−Alder reactions. 10.1021/ja804430n

Methods »

[2 Sep 2008 | Comments Off | 2,484 views]

Picked up by Dan @ Curly Arrow:
S.V. Ley et al. Primary Amides from Esters. 10.1021/ol801398z