Home » Archive

Articles tagged with: allylation

Still In The RBF »

[29 Aug 2010 | 33 Comments | 25,293 views]
Solandelactone E

Aggarwal, Robinson. ACIEE, 2010, EarlyView. DOI: 10.1002/anie.201003236

A question – how long does one spin-out natural products based on one particular method?  I ask this as this is the second synthesis I’ve written about this year by Aggarwal, both using his lithiation–borylation–allylation sequence (the first one was in Chemistry World in June).  Aggarwal’s work is still very fresh – that’s why it’s on it’s second appearance here – but other groups have been stuck in a methodological rut for sometime (not wanting to name names here, but this is …

Still In The RBF »

[4 May 2009 | 58 Comments | 18,841 views]
Acutumine

Castle, Li, Tartakoff. JACS, 2009, ASAP. DOI: 10.1021/ja9024403.
First-time out for this complex little target – not big, but with five contiguous stereocenters, including a neopentylic chlorine and two quat-carb centers.  Enough to get busy with, then.  Biology-wise, Castle doen’t exactly wax-lyrical – he mentions selective T-cell cytotoxicty, and “antiamnesic-effects” (sounds good for a Saturday night-out), but that can’t have taken up much space in the grant application.
Let’s move on to the chemistry – stepping in at a rather advanced step in this Org. Lett., published in …

Still In The RBF »

[13 Mar 2008 | 30 Comments | 14,178 views]

Paterson, Anderson, Dalby, Lim, Genovino, Maltas, and Moessner.ACIEE, 2008, EarlyView. DOIs: 10.1002/anie.200705565, 10.1002/anie.200705566.
Now I’ve been waiting for this ‘un… those of you who have been reading for a while will remember that I used to study at Cambridge University, and shared weekly meetings with the Paterson group. It’s certainly an ambitious target, with 21 stereocenters – and when they started the work, the absolute stereochemistry was yet to be assigned! Plenty of other groups are working on a synthesis of this beast, including …