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Articles tagged with: Robinson annulation

Still In The RBF »

[6 Jun 2010 | 42 Comments | 20,857 views]
Englerin A

Nicolaou, Chen, Kang, Ng, JACS, 2010, ASAP DOI: 10.1021/ja102927n.
Another popular target today; a last month I wrote a piece in Chemistry World about the first two syntheses of this target, and only a month later, up-pops Nicolau and Chen’s effort.  If nothing else, that’s a whole-lotta funding gone into this target, so it’s no surprise that it’s a pretty biologically active beastie. To quote KCN, ‘…potent and selective growth inhibitory (GI) activities against renal cancer cells‘ is the order of the day, so it’s worth all this effort. …

Still In The RBF »

[18 Apr 2010 | 24 Comments | 17,170 views]

Bradshaw, Bonjoch, Etxebarria-Jard?´. JACS, 2010, ASAP. DOI: 10.1021/ja101994q.
It’s been a while since I wrote about a synthesis from Spain, so it’s nice to return with a rather sweet synthesis from the labs of Josep Bonjoch and his compatriot, Ben Bradshaw. Their efforts have been focused towards a sub-set of diterpenoids produced by Aspergillus, in which the decalin ring junction contains a pair of quaternary carbons.  That’s a pretty significant challenge by itself, but the rest of the decalin in subsituted in an all cis- arrangement, making for …

Still In The RBF »

[21 Jul 2009 | 32 Comments | 21,323 views]
Tricholomalides A & B

Danishefsky, Wang, Min. JACS, 2009, ASAP. DOI: 10.1021/ja9049433.
I’m still wading through the bumper-Tetrahedron issue flagged-up in the comments, but halfway through reading Amos Smiths spongistatin epic I noticed a new Danishefsky paper in JACS.  So whilst I man-handle Amos’ tour-d’force into bite-sized-chunks, here’s a smart slice of typical Danishefsky.
Initial work on the target was published in a rather nice Tet. Lett. last year, and that’s where the synthetic action starts.  A well known Robison Annulation created a 6,5-fused enone in a racemic fashion, which Danishefsky cyclopropanated …