Total Synthesis of (+)-Omphadiol

Here's an impressive total synthesis of schindilactone A by Tang, Chen, Yang,[1] and 14 coworkers. At 29 steps in the longest linear sequence that's comfortably fewer than two per author. Still, the route is entirely linear and it's a fairly heroic effort, as we'll see.

Total Synthesis of Epicoccin G [][][]

Total Synthesis of Solanoeclepin A

The Catalytic Enantioselective Total Synthesis of ..

Work began sometime ago as the group published syntheses of the ABC () and FGH () fragments of the slightly more complex micrandilactone A some time ago. Apparently that unique, ketal spanned, 7-8 carbocyclic system in the middle took some time to work out. I'll cover the older work on those fragments as well, as it shows the origins of some of the key steps in the schindilactone A total synthesis.

The Catalytic Enantioselective Total Synthesis ..

On Friday, I found myself discussing the use of Eaton's reagent with a coworker. Many people know it as a handy alternative to polyphosphoric acid (PPA) for acylations, Friedel-Crafts reactions and the like. It's even . A simple 7.7 wt% solution of phosphorus pentoxide in methanesulfonic acid, it's not as viscid, viscous or unpleasant to work up as PPA.[1] And it's commercially available. But neither my coworker, nor many other people I know, are aware of Eaton's other contributions to the synthetic world. He's still an emeritus professor at the University of Chicago, and you can read about his interests on , but what he's most famous for, unbeknownst to many younger chemists, is his synthesis of the cubanes.


-Liphagal enantioselektiv in ..

Liphagal (1), a selective inhibitor of PI3K α, has been isolated from the marine sponge collected in Dominica. The “liphagane” meroterpenoid carbon skeleton of liphagal (1) is new. A biomimetic total synthesis has been used to confirm the constitution of liphagal (1) and support a proposed biogenesis.

The catalytic enantioselective total synthesis of (+)-liphagal

(2008) Applications of Palladium-Catalyzed Enantioselective Decarboxylative Alkylation in Natural Products Total Synthesis. Dissertation (Ph.D.), California Institute of Technology.

The Catalytic Enantioselective Total Synthesis of (+) ..

and and and and and (2011) The Catalytic Enantioselective Total Synthesis of (+)-Liphagal. Angewandte Chemie International Edition, 50 (30). pp. 6814-6818. ISSN 1433-7851. PMCID PMC3361906.

The first enantioselective total synthesis of ..

I was contemplating doing a full write up of this when I started blogging at the start of this month, but I'm not sure I'll get round to it now, unless it's a quiet few weeks or people really want to see one (let me know!). KC chooses a fantastically non-obvious disconnection for this molecule; the two-hydroxycyclohexanones are actually derived from two molecules of tyrosine using a neat oxidative dearomatisation procedure developed by Wipf, followed by dimerisation. These spend most of the route masked as the 1,3-cyclohexadienes only to be revealed in the penultimate step by a [4 + 2] with singlet oxygen, followed by a . How often do you see those?