Totally Synthetic by Paul H. Docherty, 21 April 2006
Total Synthesis of Agelastatin A
Trost
B. M. Trost, G. Dong, J. Am. Chem. Soc. 2006, 128, 6054-6055.
DOI: 10.1021/ja061105q
A very rapid total synthesis of Agelastatin A, using palladium chemistry (no surprise!) 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. A very interesting total synthesis.
