Agelastatin A
21 April 2006
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4 Comments

Trost and Dong. JACS., 2006, ASAP. DOI: 10.1021/ja061105q
A very rapid synthesis of Agelastatin A, using palladium chemistry (surpise) in two steps. However, both these steps go in remarkable yield, completing the 5-6-5 core of the target in four steps!

The remaining 5-member ring is constucted in an elegant two-step process; aziridination using a new-to-application N-heterocyclic carbene catalyst, followed by hydrolytic ring opening. Top stuff.











he is damn good
he is just good good good
Prof. Trost is the guy in Pd chemistry. This synthesis reinforced the fact.
BTW: this paper is on JACS instead of OL. Your link is correct.
[...] generally impressed with the key steps) was that I’d perhaps blogged this molecule before. I was right – it was one of the first I wrote, back in April of 2006 – by Trost. My writing style may have [...]
[...] third visit to this tightly functionalised little molecule (one – Trost, two – Tanaka, Yoshimitsu), that sterotetrad certainly brings in the players. I’m [...]