Total Synthesis of Jiadifenolide

Specific examples of our past and present projects include the total synthesis of calicheamicin γ1I, (Mylotarg®, anticancer drug), Taxol® (anticancer drug), the epothilones (anticancer agents), brevetoxins A and B, azaspiracids 1−3 and maitotoxin (marine neurotoxins), vancomycin, thiostrepton, abyssomycin, platensimycin, the hirsutellones (antibiotics) and the biyouyanagins (antiviral agents).

 Organic Synthesis, Nicolaou Taxol Total Synthesis, Danishefsky Taxol Total Synthesis

That's right, for the first time in three and a half years' blogging I find myself writing about that rarest of publications: the collaborative total synthesis. Also somewhat unusually, the two US-based groups involved in the collaboration are both headed up by professors who originally hail from outside the States.[1]


11-Step Total Synthesis of Pallambins C and D, J.

Organic Synthesis, Nicolaou Taxol Total Synthesis, Danishefsky Taxol Total Synthesis

Although as couple of years after the first reported syntheses, and quite a bit longer than Nicolaou's route, Danishefsky's solution to the taxol problem features some very interesting chemistry to overcome unexpected obstacles. From the paper:


Nicolaou Taxol total synthesis : Wikis (The Full Wiki)

Given the massive number of people affected worldwide by neurodegenerative diseases and nerve injuries, it's not surprising that a number of synthetic groups have chosen to focus their research programs on neurotrophic[1] natural products. Of course, it's probably coincidence that aside from their potential uses to society, a number of these compounds seem to also be structurally unique and strikingly intricate molecules.[2] One such example is jiadifenolide, whose dense, caged seco-prezizaane-type structure has already seen 3 total syntheses since its isolation five years ago.

Nicolaou Taxol total synthesis - wikidoc

I’ve long wanted to write something about maocrystal V total synthesis, but I’ve always been too busy around the time that people have completed it to get a blog post out reasonably close to the event. Fortunately, two back-to-back syntheses from the Zakarian and Thomson groups were published in J. Am. Chem. Soc. earlier this month and I’ve now got plenty time to write about both of them, starting with that of the Thomson group in this post.

Nicolaou and his group in 1994 concerns the total synthesis of Taxol.

Although as couple of years after the first reported syntheses, and quite a bit longer than Nicolaou's route, Danishefsky's solution to the taxol problem features some very interesting chemistry to overcome unexpected obstacles. From the paper:

Takahashi Taxol total synthesis - WikiVisually

All 5 total syntheses to date have used a Diels–Alder reaction to form the molecule's fused bicyclo[2.2.2]octane ring system. The reaction has also featured prominently in approaches by Baran, Trauner, Nicolaou, Chen, Movin, Sorensen and others.[2]